Tag: M.W:200-300

Related Products of 15862-50-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 15862-50-7 as follows.

Dioxane (10.4 L, 8 v), 1 (1.3 kg, 1.0 eq.), KOAc (1.65 kg, 3.0 eq.), and B2Pin2 (1.7 kg, 1.2 eq.) were charged into 20 L reactor. Nitrogen was bubbled into the solution to remove any excess oxygen for 1 hour at 20~30C. Pd(dppf)Cl2 (125.6 g, 0.03 eq.) was into the reactor into the mixture under nitrogen. The mixture was heated to 80~90C. Thehe reaction mixture stirred for 3 hours at until HPLC showed the reaction was completed. The reaction mixtiire was cooled to 20-30C and then filtered. The filtered cake was washed with dioxane (2.6 L, 2 v). The filtered solutions were combined and concentrated and then transferred to 20 L reactor. H2O2 (3.25 L, 2.5 v) was added at 20~50C, and the temperature was increased from 23 to 50C. The reaction misture was stirred for 30-60 min until HPLC showed the reaction was completed. H2O (6.5 L, 5 v) was added in to the mixture, and the mixture was extracted with DCM (13.0 L, 10 v) twice. The organic phase was collected and washed with 15% brine (6.5 L, 5 v) twice, and was then extracted with 15% Na2C03 (6.5 L, 5 L) twice. The aqueous phase was colleted and the pH value was ajdjusted 10-1 1 to 4-5 with 3M HC1. The aqueous phase was then extracted with EA (13.0 L, 10.0 v) twice. The organic phase was collected and concentrated to about dryness, and heptane (6.5 L, 5.0 v) was added to slurry for 1 hour at 20~30C. The slurry was filtered, and the filtered cake was washed with heptane (650 ml, 0.5 v), drid in oven at 30~40C for overnight to obtain 650.2 g product as brown solid with purity: 99.6%, yield: 67.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-50-7, its application will become more common.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; MILLS, James Edward John; MUNCHHOF, Michael John; (301 pag.)WO2019/79540; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84539-34-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.84539-34-4, name is 4-Amino-3,5-dibromopyridine, molecular formula is C5H4Br2N2, molecular weight is 251.91, as common compound, the synthetic route is as follows.

(2) diazotization reaction:A 200 ml three-necked flask was charged with 0.045 mol of concentrated sulfuric acid having a concentration of 17.5 mol / L and 2.52 g (0.01 mol)3,5-dibromo-4-aminopyridine,After 3,5-dibromo-4-aminopyridine is completely dissolved,1.78g (0.014mol) nitrosylsulfuric acid was added dropwise at 52 C, the end of the reaction was tested by using potassium iodide starch test paper. When the reaction solution turned the potassium iodide starch test paper blue and did not fade, the reaction was stopped for 1.2h,To give 3,5-dibromo-4-pyridin-sulfonic acid

Statistics shows that 84539-34-4 is playing an increasingly important role. we look forward to future research findings about 4-Amino-3,5-dibromopyridine.

Reference:
Patent; Shanghai Wohua Chemical Co., Ltd.; Hu Yadong; Yang Benmei; (5 pag.)CN106957259; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1186194-46-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1186194-46-6, name is 5-Bromo-6-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: 1 -{[5-Bromo-6-methoxy-pyridine-3-carbonyl]-amino}-cycloheptanecarboxylic acid methyl esterThe compound of step 1 (1 .85 g, 7.97 mmol) was dissolved in thionyl chloride (6 ml) and stirred for 30 min at 60 C. The volatiles were evaporated in vacuo, the residue was dissolved in DCM and added to a stirred mixture of 1 -amino- cycloheptanecarboxylic acid methyl ester hydrochloride, EA and saturated sodium hydrogencarbonate solution with ice cooling. The mixture was stirred at room temperature overnight, the phases were separated and the aqueous phase was extracted with EA. The combined organic phases were dried over sodium sulfate and evaporated to dryness to yield the title compound (2.80 g).1H-NMR: delta = 8.62 (d, 1 H); 8.52 (s, 1 H); 8.48 (d, 1 H); 3.99 (s, 3H); 3.57 (s, 3H); 2.15- 2.01 (m, 4H); 1 .65-1 .43 (m, 8H)

According to the analysis of related databases, 1186194-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; PERNERSTORFER, Josef; KLEEMANN, Heinz-Werner; SCHAEFER, Matthias; SAFAROVA, Alena; PATEK, Marcel; WO2011/53948; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 912369-42-7, Adding some certain compound to certain chemical reactions, such as: 912369-42-7, name is Methyl 3-((tert-butoxycarbonyl)amino)picolinate,molecular formula is C12H16N2O4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 912369-42-7.

ter f-butyl f2-(hvdroxymethyl)py ridin-3-yll carbamate; To methyl 3-[(tert- butoxycarbonyl)amino]pyridine-2-carboxylate and methyl 2-[(tert- butoxycarbonyl)amino]nicotinate (5.00 g, 19.8 mmol) is added THF/MeOH (30 mL/3 mL) and the reaction is cooled to 0 C whereupon sodiumborohydride (1.49 g, 39.6 mmol) is added. The reaction is warmed to rt and stirred for four hours. The reaction mixture is then EPO dissolved in EtOAc and washed with saturated sodium bicarbonate solution. The organic layers are combined, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford the title compound and tert-buty [3-(hydroxymethyl)pyridin-2- yljcarbamate which are separated by preparatory HPLC (5-95% MeCN/water/0.1% TFA). The desired isomer is confirmed by ID NOE NMR experiments. 1H NMR delta 8.78 (br s, IH), 8.17 (m, IH), 8.10 (d, IH), 7.27 (dd, IH), 4.64 (s, 2H), 1.46 (s, 9H). LCMS (ES, M+H=225).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 912369-42-7, Methyl 3-((tert-butoxycarbonyl)amino)picolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/106326; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1111637-94-5, Adding some certain compound to certain chemical reactions, such as: 1111637-94-5, name is 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H7BrN2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1111637-94-5.

Step 7: 3-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridine To a solution of 5-bromo-3-methyl-lH-pyrrolo[2,3-b]pyridine (20 g, 94.8 mmol) in N,N- dimethylformamide (200 mL) was added potassium acetate (27.9 g, 284.4 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (28.8 g, 113.74 mmol). The resulting mixture was degassed with nitrogen for 5 min, l,l’-Bis(diphenylphosphino)ferrocene- palladium(II)dichloride (6.65g, 9.48mmol) was added and the mixture was degassed with nitrogen once more for 5 min. The reaction mixture was stirred overnight at 80-90 C. The reaction mixture was poured into water, extracted with (3 x 200 mL). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 9% to 50% ethyl acetate in petroleum ether) affording 3-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridine as a white solid (10.5 g, 43%): lU NMR (400MHz, DMSO-d6), delta 11.360 (s, 1H), 8.371-8.375 (d, = 1.6 Hz, 1H), 8.097-8.100 (s, = 1.2 Hz, 2H), 7.17 (s, 1H), 3.296 (s, 3 H), 1.245 (s, 12H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1111637-94-5, 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 936011-17-5 ,Some common heterocyclic compound, 936011-17-5, molecular formula is C7H6BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To the solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (compound 74a, 25.00 g, 115.70 mmol) in THF (250 mL) was added MeMgBr (3M in 2-Me-THF, 50.20 mL, 150.40 mmol) drop wise at -78 C over 30 mins. After being stirred at -78 C for 0.5 h, the mixture was warmed to rt slowly and then quenched with 100 mL saturated NFLCl, diluted with 400 mL water and extracted with 150 mL EA twice. The combined organic layer was washed with 180 mL water and 100 mL brine, dried over Na2S04 and concentrated to give the cmde product compound 74b (27.00 g) as a yellow oil. MS calc?d 232 (MFL), measured 232 (MFL).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936011-17-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57883-25-7, name is 3-Bromo-2-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromo-2-ethoxypyridine

A solution of tris(dibenzylideneacetone)dipalladium(0) (12 mg, 13 mumol) and 2-(di-tert-butylphosphino)biphenyl (12.0 mg, 40 mumol) in anhydrous toluene (5 mL) was degassed with argon for 15 min at room temperature, then 3-bromo-2-ethoxypyridine (33 mg, 0.16 mmol) was added. Upon further degassing, N-(t-butoxycarbonyl)-(R)-1,3,4,10b-tetrahydro-9-amino-7-trifluoromethyl-pyrazino[2, 1-a]isoindol-6(2H)-one (66 mg, 0.18 mmol) and sodium tert-butoxide (26 mg, 0.27 mmol) were added. The mixture was degassed a final time and then subjected to microwave conditions (150 W, 150 C.) for 1 h. Upon cooling to room temperature, the mixture was filtered through a pad of diatomaceous earth and the pad was washed with EtOAc (100 mL). The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography (silica gel, 5-60% Et2O/hexanes) to provide the corresponding N-linked oxoisoindole (35 mg) in 44% yield. A solution of the Boc-protected oxoisoindole in CH2Cl2 (10 mL) at -10 C. was treated with TFA (3 mL) and stirred for 2.5 h. Upon concentration in vacuo, the residue was purified by preparative HPLC (Varian Dynamax C18 column, 10-100% CH3CN/H2O with 0.05% TFA) followed by trituration of the combined fractions with CH2Cl2/Et2O/hexanes to provide the product (9 mg, 25%) as a yellow solid: MS (APC1) 393 (M+H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 57883-25-7, 3-Bromo-2-ethoxypyridine.

Reference:
Patent; Wacker, Dean A.; Zhao, Guohua; Kwon, Chet; Varnes, Jeffrey G.; Stein, Philip D.; US2005/80074; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 863704-60-3 ,Some common heterocyclic compound, 863704-60-3, molecular formula is C12H8FNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

B) 6-(4-Fluorophenyl)picolinic acid-N-oxide A mixture of picolinic acid derivative (1.0 g,, 4.6 mmol), Na2HPO4 (1.2 g) and mCPBA (1.1 g, ~70% from Aldrich) in CH2ClCH2Cl (30 mL) was stirred at rt for 2 h. Additional Na2HPO4 (0.8 g) and mCPBA (1.0 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred for 3 h at rt. Another Na2HPO4 (0.5 g) and mCPBA (0.5 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred at rt overnight. Next morning CHCl3 (160 mL) and 2N aq HCl (50 mL) were added to the reation mixture, the organic layer was separated, dried over MgSO4 and concentrated. The residue was purified by flash column on silica gel eluding with EtOAc/MeOH/HOAc//700:240:60 to obtain the desired product contaminated by mCPBA. This impure material was purified by preparative HPLC to obtain the desired product (175 mg, 16%) as a white solid. 1H NMR (DMF-d7) 8.45 dd, 1H, J=8.3, 2.2 Hz), 8.15 (d, 1H, J=2.2 Hz), 8.13-8.00 (mn, 4H), 7.45 (t, 2H, 8.7 Hz).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 863704-60-3, 6-(4-Fluorophenyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/60613; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 178876-83-0 , The common heterocyclic compound, 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of methyl 6-amino-5-bromopyridine-2-carboxylate (19. 8 g) (T. R. Kelly and F. Lang, J ; Org. Chem. 61, 1996,4623-4633) and 1-chloromethyl-4-fluoro-1, 4- diazoniabicyclo [2.2. 2] octane bis (tetrafluoroborate) (34.3 g) in acetonitrile (340 ml) under argon was heated to 40C for 1 hour, 60C for 1 hour and then 80C overnight. After partitioning between EtOAc and water (500ml each) the aqueous fraction was re- extracted with EtOAc (300 ml) and the combined organic solution dried with MgS04 and evaporated. Chromatography (20% then 30% EtOAc in hexane) separated various byproducts from the required ester (2.09 g). MS (+ve ion electrospray) m/z 249 and 251 (MH+, 100%)

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 75806-86-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 75806-86-9 as follows.

Example 89: 5-Chloro-2-(2-fluoro-6-methoxy-phenoxy)-pyridin-3-ylamine; To a stirred solution of 2-bromo-5-chloro-3-nitropyridine (2.37 g, 10 mmol) was dissolved in 40 mL DMF was added of 2-methoxyl-6-fluorophenol (1.7 g 11.9 mmol) was added into the solution followed by potassium carbonate (2.76, 20 mmol). The mixture was stirred at room temperature for 5 h, then poured into ice water (200 mL). The precipitate was filtered and dried under high vacuum to provide 5-chloro-2-(2-fluoro-6-methoxy-phenoxy)-3-nitro-pyridine. [00491] AcOH (30 mL) and iron powder (5 g) were charged into a round bottom flask equipped with a magnetic stirring bar and warmed to 80 C. A solution of crude 5-chloro-2-(2-fluoro-6-methoxy-phenoxy)-3-nitro-pyridine in AcOH was added slowly into the mixture, keeping the temperature under 85 C. The reaction mixture was then cooled to room temperature, diluted with EtOAc, and filtered through a pad of Celite. The filtrate was concentrated under reduced pressure and the residue was partitioned between NaHCO3 and EtOAc. The organic portion was separated and the aqueous portion was extracted with EtOAc. The combined extracts were dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel to provide 5-chloro-2-(2-fluoro-6-methoxy- phenoxy)-pyridin-3-ylamine (3.56 g) as a colorless powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75806-86-9, its application will become more common.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem