Month: April 2022

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 13958-93-5, name is 3,5-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3,5-Dichloroisonicotinic acid

Step A N-(BOC)-4-((3′,5′-dichloroisonicotinoyl)amino)-(L)-phenylalanine, methyl ester A slurry of 3,5-dichloroisonicotinic acid (3.1 g, 16.11 mmol) in 10 mL of CH2Cl2 was treated with DMF (50 muL) and thionyl chloride (1.23 mL, 16.91 mmol) and heated to reflux for 5 h. The reaction was concentrated to give a yellow oil. This oil was dissolved in 5 mL of CH2Cl2 and added to N-(BOC)-4-amino-(L)-phenylalanine, methyl ester (4.00 g, 14.39 mmol) and 4-methylmorpholine (2.7 mL, 24.21 mmol) in 25 mL of CH2Cl2 at 0 C. After stirring for 2 h at this temperature, the reaction was quenched with water (50 mL) and extracted into CH2Cl2 (3*100 mL). The combined organics were combined, dried over anhydrous MgSO4 and concentrated in vacuo to give a yellow solid. Trituration with CH2Cl2 gave 5.5 g of a while solid 1H NMR (500 MHz, CDCl3): delta 8.63 (s, 2H); 7.58 (d, J=8.2 Hz, 2H); 7.23 (d, J=8.2 Hz, 2H); 6.91 (d, J=8.4 Hz, 1H); 4.39 (m, 1H); 3.70 (s, 3H); 3.11 (m, 1H); 2.91 (m, 1H); 2.00 (s, 9H); MS m/e 468.20 (M+).

With the rapid development of chemical substances, we look forward to future research findings about 13958-93-5.

Reference:
Patent; Lin, Linus S.; Doherty, George; Shah, Shrenik K.; Chang, Linda L.; Hagmann, William K.; Mumford, Richard A.; US2003/8861; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 67058-77-9 ,Some common heterocyclic compound, 67058-77-9, molecular formula is C7H5N3O2, 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 solution of 3-nitro-1H-pyrrolo[2,3-c]pyridine (250 mg, 1.53 mmol) in DMF (5 mL) was added NaH (60% dispersion in mineral oil, 61 mg, 1.53 mmol). After stirred at 0 C for 10 mi dimethylsulfate (193 mg, 1.53 mmol) was added dropwise. After stirred at 0 C for 3 hrs, the mixture was partitioned in a mixture of ethyl acetate (50 mL) and H20 (50 mL) and the aqueous phase was extracted by ethyl acetate (50 mL x 2). Organic phase was combined, dried over anhydrous Na2SO4, and evaporated in vacuum. The residue was purified by flash column (ACN in water: 5% to 50%) to afford 1-methyl-3-nitro-1H-pyrrolo[2,3-c]pyridine (30 mg, 11%) as a white solid. ?H NIVIR (400 IVIHz, CD3OD): oe = 8.94 (d, J = 0.8 Hz, 1H), 8.61 (s, 1H), 8.43 (d, J = 5.6 Hz, 1H), 8.12 (dd, J= 5.2, 0.8 Hz, 1H), 4.06 (s, 3H). MS: m/z 178.0 (M+H).

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. 67058-77-9, 3-Nitro-1H-pyrrolo[2,3-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below., Safety of 5-(Trifluoromethyl)pyridin-3-amine

[00262] 5-(Trifluoromethyl)pyridin-3-amine (686 mg, 4.23 mmol) was dissolved in anhydrous DMF (24 rnL) and sodium hydride (231 mg, 5.77 mmol – 60% in mineral oil) added over 3 minutes before stirring the mixture at 200C under a nitrogen atmosphere for 20 minutes. 3-Bromo-8-bromo/chloroimidazo[l,2-a]pyrazine (895 mg, 3.85 mmol) was then added over 5 minutes and the mixture stirred at 200C under a nitrogen atmosphere for 16 hours. Water (170 mL) was added to the reaction mixture and the resulting precipitate was washed with water (125 mL) and then 40-60 petroleum ether (85 mL) to give 3-bromo-N-(5- (trifluoromethyl)pyridin-3-yl)imidazo[l,2-a]pyrazin-8-amine (871 mg, 63%) as an off-white solid. LCMS RT = 2.36 min, MH+ 359.9. 1U NMR (d6-DMSO): 9.42 (IH, s), 8.82 (IH, s), 8.62 (IH, d, J5.2), 8.01 (IH, d, J4.7), 7.89 (IH, s), 7.73 (IH, d, J4.8), 7.44 (IH, dd, J5.1, 0.9).

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, 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; PRICE, Paul Damien; MIDDLETON, Penny; WO2010/69684; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17075-15-9, 4-(Methylsulfonyl)pyridine, 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, SDS of cas: 17075-15-9, blongs to pyridine-derivatives compound. SDS of cas: 17075-15-9

EXAMPLE 2A 4-[2-[4-(1,1-dimethylethoxy)phenyl]ethoxy]pyridine (Compound 9A) To a suspension of about one-half gram of 60% NaH (dispersion in oil) in 10 mL of dry DMF was added 1.5 g (0.0077 m) of 2-[4-(1,1-dimethylethoxy)phenyl]ethanol. The mixture was stirred in a warm water bath until hydrogen evolution ceased. After 30-40 minutes, 1 g (0.0064 m) of 4-(methylsulfonyl)pyridine in 5-7 mL of DMF was added. The mixture was stirred at room temperature overnight, then diluted with water. The product was extracted into CH2 Cl2, and the extracts were washed with saturated brine, filtered through phase separating paper, and concentrated in vacuo. The resulting material was azeotroped with xylene to remove excess DMF. This material was adsorbed onto silica gel and chromatographed over silica gel 60 (230-400 mesh) using CH2 Cl2 ?50% EtOAc/CH2 Cl2 to give the title product as an oil. Yield 0.7 g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17075-15-9, 4-(Methylsulfonyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; DowElanco; US5399564; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 33252-28-7 , The common heterocyclic compound, 33252-28-7, name is 6-Chloronicotinonitrile, molecular formula is C6H3ClN2, 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.

90.3 g (1.8 mol) of hydrazine hydrate are added to 25.0 g (180.4 mmol) of 6-chloronicotinonitrile, and the mixture is stirred at a bath temperature of 100 C. for 15 min. The reaction mixture is cooled to RT, diluted with water and stirred at RT for 30 min. The precipitate formed is filtered off, the filter residue is washed with water and the crystals are air-dried for 24 h and recrystallized once from ethyl acetate. Yield: 18.7 g (77% of theory) LC-MS (Method 1): Rt=0.51 min; MS (ESIpos): m/z=135 [M+H]+; 1H-NMR (400 MHz, DMSO-d6)=8.58 (s, 1H), 8.33 (s, 1H), 7.74 (d, 1H), 6.76 (br. s, 1H), 4.42 (s, 2H).

The synthetic route of 33252-28-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Scherring Pharma Aktiengellschaft; US2010/93803; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 83766-88-5, 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. 83766-88-5, name is 2-(tert-Butoxy)pyridine, molecular formula is C9H13NO, 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.

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

According to the analysis of related databases, 83766-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1241752-31-7 ,Some common heterocyclic compound, 1241752-31-7, molecular formula is C8H10BrNO2, 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. Preparation of Compound A mixture of 5-bromo-2,3-dimethoxypyridine (217 mg, 1.0 mmol), 3- cyanophenylboronic acid (220 mg, 1.5 mmol), Pd(PPh3)4 (173 mg, 0.15 mmol) and K2C03 (276 mg, 2.0 mmol) in 1 ,4- dioxane (5.0 ml) and H20 (1.5 ml) was degassed for 30 min. This mixture was heated to 100 C and stirred for 16 h. The reaction mixture was cooled to room temperature and partitioned between NaHC03 and EtOAc (3x), and washed with NaCl (lx). The organic phase was dried over Na2S04 and was concentrated. The resulting residue was purified by ISCO flash chromatography using 20% EtOAc in hexane to give 190 mg (79% yield) desired product as white solid. ‘H NMR (300 MHz, CDC13) delta: 7.91 (d, J – 2.1 Hz, 1H), 7.79- 7.73 (m, 2H), 7.61-7.53 (m, 2H), 7.17 (d, J = 2.1 Hz, 1H), 4.05 (s, 3H), 3.94 (s, 3H).

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. 1241752-31-7, 5-Bromo-2-ethoxy-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; PARHI, Ajit; SAGONG, Hye Yeon; PATEL, Disha; ARNOLD, Eddy; DAS, Kalyan; VIJAYAN, Suyambu Kesava; WO2014/43252; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.64064-56-8, name is Ethyl 4-chloropicolinate, molecular formula is C8H8ClNO2, molecular weight is 185.61, as common compound, the synthetic route is as follows.Computed Properties of C8H8ClNO2

Example 4 (4-chloro-pyridin-2-yl)-methanol To a solution of ethyl 4-chloropicolinate (11.14 g, 60 mmol) in abs. ethanol (450 ml) was added, with stirring at 0 C., sodium borohydride (3.63 g, 96 mmol). The mixture was stirred at for one hour, and another 30 minutes at room temperature. After heating to 70 C. for one hour, water was added cautiously at room temperature. The pH-value was adjusted to 5.5 with aqueous HCl (4M). After stirring for 14 hours, the volatiles were removed in vacuo. Water was added, and the mixture was extracted with dichloromethane (2*200 ml each). The organic phase was dried over sodium sulfate, filtered, and evaporated to yield (4-chloro-pyridin-2-yl)-methanol as a clear yellow oil. C6H6ClNO, Fw 143.57. 1H NMR (360 MHz, CDCl3): delta=8.33 (d, J=5.4 Hz, 1H); 7.28 (d, J=1.6 Hz, 1H); 7.12 (dd, J=5.4, 1.6 Hz, 1H); 4.66 (s, 2H); 3.98 (br s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64064-56-8, Ethyl 4-chloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Schlingloff, Gunther; Nivalkar, Kishor Ramachandra; Wieprecht, Torsten; Dubs, Marie-Josee; End, Nicole; US2009/44345; (2009); A1;,
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. 13362-30-6, name is Ethyl 2-aminoisonicotinate, molecular formula is C8H10N2O2, 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. Quality Control of Ethyl 2-aminoisonicotinate

(D) Ethyl 3-[2-(4-methoxybenzyl)-2 H-1,2,3,4-tetrazol-5-yl]-4-oxo-4H-pyrido[1,2-a]-pyrimidine-8-carboxylate Ethyl 2-aminoisonicotinate (6.5 g, 39.23 mmol) was added with acetic acid (500 ml) and ethyl 3-(dimethylamino)-2-[2-(4-methoxybenzyl)-2H-1,2,3,4-tetrazol-5-yl]-2-propenoate (13 g, 39.23 mmol) and refluxed by heating at 130 C. for 5 hours. The reaction solution was returned to room temperature and poured into water, and this was extracted with chloroform. The resulting organic layer was washed with saturated brine, and the collected organic layer was dried over magnesium sulfate. The organic layer was concentrated under reduced pressure and subjected to azeotropy with toluene, and the resulting residue was purified by silica gel column chromatography (chloroform?chloroform:methanol=80:1?50:1?30:1) to obtain 8.6 g of the title compound. 1H-NMR (CDCl3) delta:1.45 (3H, t, J=7.08 Hz), 3.79 (3H, s), 4.49 (2H,q, J=7.08 Hz), 5.82 (2H, s)6.89 (2H, d, J=8.54 Hz), 7.30 (2H, d, J=8.54 Hz), 7.74 (1H, d, J=6.59 Hz), 8.39 (1H, s), 9.28 (1H, s), 9.29 (1H, d, J=6.59 Hz) EI/MS; m/z: 407 (M++1)

With the rapid development of chemical substances, we look forward to future research findings about 13362-30-6.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD; US2003/92720; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153199-54-3, Adding some certain compound to certain chemical reactions, such as: 153199-54-3, name is 4-Methoxypyridin-3-ol,molecular formula is C6H7NO2, 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 153199-54-3.

Example 2-1 (6-(3R,4R)-3-hydroxy-4-methoxypyrrolidine)-2-benzylpyridine In the atmosphere of nitrogen, to a 2L four necked flask were added (3R,4R)-3-hydroxy-4-methoxypyridine (106 g, 0.91 mol), 6-bromo-2-benzylpyridine (150 g, 0.605 mol) [see Tetrahedron Letters, 21, pp. 845-848 (1980)], 1,8-diazabicyclo[5.4.0]-undeca-5-ene (92 g, 0.605 mol) and N-methylpyrrolidone (150 mL). Then, under stirring, the solution was heated in an oil bath at 110 C. for 11 hours. (3R,4R)-3-hydroxy-4-methoxypyridine (10.6g, 0.09 mol) was added thereto. Under stirring, the solution was heated in an oil bath of 110 C. for 1 hour. The solution was left at room temperature, and then thereto were added 450 mL of t-butyl methyl ether and 450 mL of water. While the temperature of the inside was kept at 20 C. or less by an ice bath, 2 N hydrochloric acid was dropwise added to the solution until the pH of the solution was 6. The solution was transferred to a 2 L separatory funnel. The upper layer was separated, and the remaining aqueous layer was again subjected to extraction with 300 mL of t-butyl methyl ether. The t-butyl methyl ether layers were combined, followed by washing with 300 mL of water and 300 mL of saturated salt water. The upper layer was dried over anhydrous magnesium sulfate, and washed with 100 mL of t-butyl methyl ether. The filtrate was concentrated under reduced pressure at 40 C. to give 171 g (crude yield: 99.6%) of the captioned compound as a black brown oily material. 1H-NMR(400 MHz, CDCl3): 3.42 (3H, s), 3.49 (1H, dd, J=3, 12 Hz), 3.52 (1H, dd, J=3, 12 Hz), 3.71 (1H, dd, J=5, 12 Hz), 3.75 (1H, dd, J=5, 12 Hz), 3.85-3.88 (1H, m), 3.97 (2H, s), 4.38-4.40 (1H, m), 6.16(1H, d, J=8 Hz), 6.35(1H, d, J=8 Hz), 7.17-7.34 (6H, m)

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. 153199-54-3, 4-Methoxypyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Haga, Toyokazu; Kayano, Akio; Sasyou, Manabu; Negi, Shigeto; Naka, Hiroyuki; Noda, Hirofumi; Sakai, Ken-ichi; US2003/4208; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem