Month: April 2022

Synthetic Route of 6318-51-0, Adding some certain compound to certain chemical reactions, such as: 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone,molecular formula is C12H8ClNO, 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 6318-51-0.

Under argon atmosphere, cinchonine (440 mg, 1.0 mmol) was suspended in tetrahydrofuran (absolute, 2.0 mL), and to this suspension was added a Reformatsky reagent (0.5 M; 8.0 mL, 4.0 mmol) dropwise under ice-cooling. After stirring for 10 minutes, pyridine (0.30 mL, 2 mmol) was added thereto dropwise. After stirring for 20 minutes under ice-cooling, the mixture was cooled to -40C. A solution of 2- (4-chlorobenzoyl) pyridine (218 mg, 1. 0 mmol) in tetrahydrofuran (absolute, 4.0 mL) was added dropwise over 10 minutes, and the mixture was stirred at -40 C for 4 hours. To this reaction solution was added 1N HCl (20 mL) , which was then extracted with ethyl acetate (20 mL×2). The extracted solution was washed successively with an aqueous saturated sodium bicarbonate solution and an aqueous saturated sodium chloride solution. After the organic layer was dried with sodium sulfate, the solvent was removed under reduced pressure. The residue was analyzed with high performance liquid chromatography. Consequently, the yield was 81% and the enantiomer excess was 91%.1H NMR (400 MHz, CDCl3) delta: 1.33 (9H, s), 3.08 (1H, d, J = 16.0 Hz), 3.49 (1H, d, J = 16.0 Hz), 5.52 (1H, s), 7.1-7.7 (7H, m), 8.4-8.6 (1H, m). IR (KBr) nucm-1: 3358, 2977, 1694, 1591, 1490, 1467, 1368, 1159, 1090, 1013, 830, 785, 755, 591. High Performance Liquid Chromatography Column: CHIRALCEL OJ Mobile phase: Hexane/Ethanol/Trifluoroacetic acid (99/1/0.1) Flow rate: 0.5 mL/min. Detection: UV (254 nm) Temperature: Room Temperature Retention Time: 24.5 minutes (enantiomer 17.3 minutes)

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. 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1489070; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 161117-83-5, name is tert-Butyl (2-methoxypyridin-3-yl)carbamate. A new synthetic method of this compound is introduced below., COA of Formula: C11H16N2O3

A) tert-butyl (4-benzyl-2-methoxypyridin-3-yl)carbamate [0412] To a solution of tert-butyl (2-methoxypyridin-3-yl)carbamate (25.1 g) and N,N,N’,N’-tetramethylethane-1,2-diamine (40.6 mL) in diethyl ether (374 mL) was added 1.6M n-butyllithium hexane solution (168 mL) at -78C, and the mixture was stirred under argon atmosphere at 0C for 1 hr. To the reaction mixture was added benzyl bromide (24.9 g) at -78C, and the mixture was stirred under argon atmosphere at room temperature for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution at room temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, ethyl acetate/hexane), and crystallized from ethyl acetate and hexane to give the title compound (25.4 g). 1H NMR (300 MHz, CDCl3) delta 1.50 (9H, s), 3.96 (3H, s), 4.00 (2H, s), 5.99 (1H, brs), 6.60 (1H, d, J = 5.3 Hz), 7.12-7.33 (5H, m), 7.88 (1H, d, J = 5.3 Hz).

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, 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate.

Reference:
Patent; Takeda Pharmaceutical Company Limited; NARA, Hiroshi; DAINI, Masaki; KAIEDA, Akira; KAMEI, Taku; IMAEDA, Toshihiro; KIKUCHI, Fumiaki; EP2857400; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 490-11-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 490-11-9, name is Pyridine-3,4-dicarboxylicacid, molecular formula is C7H5NO4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

10265] WXO18-1 (40.00 g, 239.35 mmol, 1.00 eq) was dissolved in anhydrous methanol (1.00 L), then concentrated sulfuric acid (11.98 g, 119.67 mmol, 6.51 mE, 98% purity, 0.50 eq) was added at 85 C. The mixture was stirred under nitrogen condition for 40 h. After reaction, the reaction liquid was concentrated under vacuum, then the concentrated solution was slowly added to saturated sodium bicarbonate solution (1,500 mE). The resulting mixture was stirred until there was no bubble generated, and extracted with ethyl acetate (1,000 mLx3). The organic phase was washed with saturated sodium chloride solution (800 mLx3), dried with anhydrous sodium sulfate and filtered. The filtrate was dried by rotary evaporation to obtain the brown oily compound WXO18-2. ?H NMR (400 MHz, CDC13) oe ppm: 9.06 (s, 1H), 8.82 (d, J4.90 Hz, 1H), 7.49 (d, J5.02 Hz, 1H), 3.94 (m, 6H).

According to the analysis of related databases, 490-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHENZHEN SALUBRIS PHARM CO LTD.; Wu, Chengde; Yan, Jie; Xu, Wenjie; Yu, Tao; Li, Ning; Chen, Shuhui; US2018/305346; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 112193-41-6, name is 5-Bromonicotinohydrazide. A new synthetic method of this compound is introduced below., Computed Properties of C6H6BrN3O

Example 251-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-4-chloro-2- (difluoromethyl)-1H-indole-5-carbonitrile A. 5-Bromo-A/’-(chloroacetyl)-3-pyridinecarbohydrazide; To an ice-cold suspension of 5-bromo-3-pyhdinecarbohydrazide (3.0 g, 13.88 mmol) in anhydrous CH2CI2 (60 ml_) was added 4-methyl-morpholine (2.1 g, 20.82 mmol), followed by dropwise addition of chloroacetyl chloride (1.88 g,16.67 mmol). The cold bath was then removed and the mixture stirred at rt for 15 h. Heavy precipitation occurred and the mixture was diluted with additional CH2CI2 (50 ml_) and stirring continued for 24 h. The solids were collected by filtration and washed with CH2CI2 to afford the title compound (3.66 g, 90% yield): MS (ES) m/z 292 and 294 (M+1 Br isotopes).

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, 112193-41-6, 5-Bromonicotinohydrazide.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/42571; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7477-10-3, 6-Chloro-5-nitronicotinic acid, 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, COA of Formula: C6H3ClN2O4, blongs to pyridine-derivatives compound. COA of Formula: C6H3ClN2O4

[00174] 6-chloro-5-nitro-pyridine-3-carboxylic acid (4.05 g, 20 mmol) was stirred in SOC (20 mL) at reflux for 4 h. The mixture was concentrated in vacuo and dried under vacuum then stirred in THF (20 mL) at -78 C and treated with concentrated aqueous ammonium hydroxide (14 mL). The mixture was stirred for 10 min then warmed to room temperature and quenched with water; the solid material was collected via vacuum filtration to give the desired product as an off-white solid (3.16 g, 78%). [MH]+ = 202.0

The synthetic route of 7477-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TRILLIUM THERAPEUTICS INC.; SLASSI, Abdelmalik; DOVE, Peter; ROSA, David Alexander; WANG, Zezhou; WINSTON, Jeffrey Todd; LIN, Hoi Ying; (0 pag.)WO2020/10451; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72716-80-4 ,Some common heterocyclic compound, 72716-80-4, molecular formula is C8H8N2O, 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.

General procedure: To a solution of substituted 2-oxo-1,2-dihydropyridines (3.36 mmol), zinc oxide (0.30 g, 3.70 mmol),zinc chloride (0.50 g, 3.70 mmol), N,N-diisopropylethylamine (0.48 g, 3.70 mmol), 1,4-dioxane (15 mL)was added benzyl chloride (0.58 g, 4.04 mmol) under argon atmosphere. The mixture was heated in 110 C oil bath with rapid stirring for the indicated time. The reactor was cooled to room temperature,and the insoluble residue was filtered off through celite, and the cake was wash with ethyl acetate(30 mL). The filtrate was washed with water (10 mL 2), once with brine (10 mL), dried overmagnesium sulfate, filtered, and concentrated in vacuo to afford crude product. The product was purified by column chromatography on silica gel (ethyl acetate: petroleum ether = 1:20) to yield thecorresponding compounds.

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. 72716-80-4, 5,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Qifan; Du, Fangyu; Liang, Xinjie; Liu, Wenqiang; Fang, Ting; Chen, Guoliang; Molecules; vol. 23; 7; (2018);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 133081-25-1, name is 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid, molecular formula is C11H15N3O4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Formula: C11H15N3O4

To a solution of 6-Boc-hydrazinopyridine-3-carboxylicacid 4b (0.57 g, 2.26 mmol) and N-hydrosuccinimide (0.27g, 2.26 mmol) in DMF DCC (0.47 g, 2.26 mmol) was added.The reaction mixture became cloudy after 1h. After 16h, thereaction mixture was concentrated to dryness and the residuewas purified by chromatography on silica gel with ethyl acetateas eluant to give a white solid (0.66 g, 84%). Mp =174C. IR (ATR, cm-1) 3321; 2979; 1729; 1594; 1365; 1240;1198; 1068; 974; 641. 1H NMR (DMSO) 9.46 (s, 1H), 9.20(s, 1H), 8.76 (d, 1H, J= 2.1 Hz), 8.11 (d, 1H, J= 8.1 Hz),6.67 (d, 1H, J= 9 Hz), 2.88 (s, 4H), 1.44 (s, 9H). 13C NMR(DMSO) 172.8; 170.5; 160.9; 155.4; 151.8; 110.0; 79.6;28.0; 25.5. MS (ESI+) [M+H]: 351.00. HRMS (ESI+)[M+H]+: 351.1299 observed, 351.1305 calculated forC15H19N4O6.

With the rapid development of chemical substances, we look forward to future research findings about 133081-25-1.

Reference:
Article; Joyard, Yoann; Bischoff, Laurent; Levacher, Vincent; Papamicael, Cyril; Vera, Pierre; Bohn, Pierre; Letters in Organic Chemistry; vol. 11; 3; (2014); p. 208 – 214;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. A new synthetic method of this compound is introduced below., Safety of Methyl 2-(Boc-amino)isonicotinate

Compound 2F: tert-butyl (4-(hydroxymethyl)pyridin-2-yl)carbamate Compound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaCl2 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0 C. then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight at ambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20 mL of NaCl (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90%) of compound 2F in the form of a colourless solid.

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, 639091-75-1, Methyl 2-(Boc-amino)isonicotinate.

Reference:
Patent; PIERRE FABRE MEDICAMENT; Goetsch, Liliane; Jouhanneaud, Alexandra; Perez, Michel; (95 pag.)US2017/112943; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 103878-09-7 ,Some common heterocyclic compound, 103878-09-7, molecular formula is C8H9NO3, 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 a slurry of (iS,25T)-l-iV-(6-fluoi -l,3-benzothiazoi-2-yl)cyclopentane-l,2-diamine hydrochloride (Intermediate 1; 100 mg, 0.35 mmol) in dry DCM (1.2 ml) was added 3- ethoxypyridine-2-carboxylic acid hydrochloride (Intermediate 5, 78 mg, 0,38 mmol), HATU (198 mg, 0.52 mmol) and triethyiamine (145 mu, 1.04 mmol). The reaction mixture was stirred at room temperature for 17 hours then partitioned between DCM and a saturated solution of sodium bicarbonate. The organics were filtered through a (0581) hydrophobic frit and concentrated in vacuo. The crude material was purified by reverse phase preparative HPLC (eluted with acetonitriie / water containing 0.1 % ammonia) to afford the title compound. (0582) 1H MR (400 MHz, DCM-cfc) delta ppm 1.43 – 1.55 (m, 3 H), 1.64 – 1.77 (m, 2 H), 1.86 – 1.98 (m, 2 H), 2.23 – 2.36 (m, 1 H), 2.45 – 2.60 (m, 1 H), 3.96 – 4.09 (m. 1 H), 4.10 – 4.23 (m, 2 H), 4.31 – 4.48 (m, 1 H), 6.94 – 7.07 (m, 1 H), 7.24 – 7.33 (m, 1 H), 7.35 – 7,46 (m, 3 H), 8.06 – 8.24 (m, 2 H) (0583) MS ES+: 401

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,103878-09-7, its application will become more common.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; FUJIMOTO, Tatsuhiko; ROBINSON, John Stephen; WO2015/124934; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 179687-79-7, Adding some certain compound to certain chemical reactions, such as: 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine,molecular formula is C12H9ClN2O3, 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 179687-79-7.

Step B: 3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine 2-(2-Chloro-4-nitro-phenoxymethyl)-pyridine (2.4 g, 9.07 mmol) is suspended in MeOH (30 ml) and treated wet 5% Pt/C (Degussa type, Aldrich, 0.8 g). The flask is flushed with hydrogen gas from a balloon and the reaction mixture is stirred under hydrogen atmosphere until reaction is complete by TLC (ca 2 hours). The reaction mixture is filtered through a Celite plug and the solvent is removed under reduced pressure. The crude product is redissolved in DCM, dried (MgSO4) and concentrated to yield 1.7 g (7.23 mmol, 80%) of the desired product.

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. 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wallace, Eli; Topolov, George; Zhao, Qian; Lyssikatos, Joseph P.; US2005/101617; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem