Tag: M.W:100-200

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. 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine, molecular formula is C5H4ClFN2, 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: C5H4ClFN2

2-(5-chloro-2-methoxy-phenyl)acetic acid (753 mg, 3.75 mmol) in thionyl 1 mL, 68.24 mmol) was stirred at 70 C for 1 hour. The resulting mixture was to dryness and azeotroped with toluene (2 x 10 mL). The crude residue was DMF (10 mL) and treated dropwise with a solution of 2-chloro-5-fluoro-pyridin- 0 mg, 3.41 mmol) in DMF (3 mL) followed by DIPEA (1.49 mL, 8.53 mmol). at room temperature under an inert atmosphere for 16 hours, the mixture was tOAc (100 mL) and washed with water (2 x 50 mL) and brine (2 x50 mL). The on was dried over Na2SO4 and concentrated in vacuo. The crude material was 18 reverse phase chromatography eluting with 0-100% MeCN in water with acid modifier to afford the titled compound as a light yellow solid. 0 MHz, DMSO-d6) delta 10.58 (s, 1H), 8.41 (d, J = 2.7 Hz, 1H), 8.24 (d, J = 5.6 3-7.28 (m, 2H), 7.01 (d, J = 9.5 Hz, 1H), 3.83 (s, 2H), 3.75 (s, 3H). hod E): Rt 1.25 mins; MS m/z 328.9, 330.9= [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 89510-90-7.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; COLLINGWOOD, Stephen; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; ELLAM, Sarah; BUXTON, Craig; HABGOOD, Matthew; INGRAM, Peter; MA, Chun Yan; NAPIER, Spencer; SHAIKH, Abdul; SMITH, Matthew; STIMSON, Christopher; WALKER, Edward; (401 pag.)WO2019/145726; (2019); 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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate. A new synthetic method of this compound is introduced below., Computed Properties of C8H8N2O4

A mixture of methyl 4-methyl-5-nitropyridine-2-carboxylate (39.5g, 0.19mol) and DMF- DMA (30.6 g, 0.26mol, 1.35 eq) in DMF (470 mL) was heated to 90C for 30 min. The solvent was removed in vacuo. The residue (78g) was used without further purification in the next step.

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, 868551-30-8, Methyl 4-methyl-5-nitropicolinate.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1092286-30-0, 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 1092286-30-0, name is 5-Chloro-2-methyl-3-pyridinecarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 1 : 5-Chloro-2-methylnicotinoyl chloride5-Chloro-2-methyl-nicotinic acid (4.15 g, 24.2 mmol) was placed in a flask with DCM (100 ml) and oxalyl chloride (3.68 g, 29 mmol). DMF (200 muIota) was added and the reaction mixture was stirred at RT for 1 hour (gas evolution). The mixture was filtered and the solvent was removed in vacuo to afford the title product which was used in the next step without further purification.

According to the analysis of related databases, 1092286-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ATKINSON Benjamin; BEATTIE David; CULSHAW Andrew James; DEVEREUX Nicholas James; MCKENNA Jeffrey; DALE James; WO2011/92293; A1; (2011);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 94220-38-9, 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.94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, molecular formula is C7H6ClN3, molecular weight is 167.5956, as common compound, the synthetic route is as follows.

EXAMPLE 6 7-[3-Dimethylaminopropylamino]-5-methyl-1H-pyrazolo[4,3-b]pyridine (E6) STR20 The title compound was prepared from 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (D4) and 3-dimethylaminopropylamine by the method given in Example 2. On neutralization of the thus formed hydrochloride salt a clear solution was produced. After freeze drying, purification was carried out on Dowex 50W as described in Example 4, followed by crystallization from ethyl acetate to give the title compound as a white crystalline solid, m.p. 112-117. delta(DMSO-d6) 1.55-2.0 (2H,m), 2.23 (3H,s), 2.30-2.55 (2H,m), 3.1-3.5 (2H,m), 6.25 (1H,s), 6.72 (1H,br.t, J=4 Hz), 7.94 (1H,s).

The chemical industry reduces the impact on the environment during synthesis 94220-38-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beecham Group p.l.c.; US4670432; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 23628-31-1, 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. 23628-31-1, name is 6-Aminopicolinic acid, molecular formula is C6H6N2O2, 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.

Step 1. Preparation of ethyl 6-aminopicolinate (78):To a solution of 2-amino-6-pyridinecarboxylic acid 77 (6.0 g, 43.5 mmol) in ethanol (150 mL) was added thionyl chloride (12.0 g, 101 mmol) at 0 0C. The resulting reaction mixture was stirred at reflux for 12 h. Upon cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Saturated aqueous Na2CO3 solution was added until the pH of the solution reached 9. The mixture was concentrated under reduced pressure and dichloromethane (150 mL) was added to the resulting residue. The mixture was stirred vigorously at room temperature for 30 min and then filtered. The filtrate was concentrated under reduced pressure to afford 78 (5.5 g, 76 % yield).

According to the analysis of related databases, 23628-31-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; OALMANN, Christopher; PERNI, Robert, B.; VU, Chi, B.; WO2010/37127; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1124-29-4, 5-Acetylpyridin-2(1H)-one, 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, Computed Properties of C7H7NO2, blongs to pyridine-derivatives compound. Computed Properties of C7H7NO2

To a suspension of 5-acetylpyridin-2(lH)-one (500 mg, 3.6 mmol) in pyridine (4 mL) was added 0-(4-methoxybenzyl)hydroxylamine hydrochloride (761 mg, 4.0 mmol) and the reaction mixture was stirred at RT for 18 h. The mixture was then partitioned between CH2CI2 (10 mL) and 0 (10 mL), the organic layer was washed with 0 (2 x 10 mL), brine (2 x 10 mL), dried with Na2S04, filtered and concentrated under reduced pressure. The residue was triturated with toluene to give the title compound as a white solid (991 mg, 99%) MS (ES+) C15H16N2O3requires: 272, found: 273 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1124-29-4, 5-Acetylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; MARSZALEK, Joe; LIU, Gang; KANG, Zhijun; CARROLL, Christopher, L.; MCAFOOS, Timothy; CZAKO, Barbara; WO2014/31928; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 67310-56-9 , The common heterocyclic compound, 67310-56-9, name is 1-(5-Hydroxypyridin-2-yl)ethanone, molecular formula is C7H7NO2, 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.

K2CO3 (504 mg, 3.65 mmol) followed benzylbromide (0.22 mL, 1.82 mmol) was added to a solution of 1-(5-hydroxypyridin-2-yl)ethanone (250 mg, 1.82 mmol) in MeCN (8 mL) at rt. The mixture was stirred at rt overnight and filtered. The filtrate was concentrated and the residue purified by chromatography to give the sub-title compound (360 mg, 1.58 mmol, 87 %).

The synthetic route of 67310-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ATROGI AB; PELCMAN, Benjamin; BENGTSSON, Tore; (93 pag.)WO2019/53427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1443-42-1, 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. 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine, molecular formula is C7H10N2, 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.

General procedure: To a solution of compound 3w (0.70g, 2.1mmol) in THF (10ml) was added phenyltrimethylammonium tribromide (0.79g, 2.1mmol). The reaction mixture was stirred at room temperature for 12h. Water (50mL) was added and the mixture was extracted with ethyl acetate (10mL×3), the combined organic phase was washed with water (30mL×2), dried over anhydrous Na2SO4 and concentrated to afford the intermediate 4w. To a solution of different pyridin-3-ylmethanamine derivatives (2.1mmol) in acetone (10ml) was added Et3N (0.43g, 4.2mmol). The reaction mixture was stirred for 5min and was added CS2 (0.24g, 3.15mmol) to continuously stir for 30min. The intermediate 4w were added respectively and this mixture was stirred at room temperature for 4h. Water (50mL) was added and the mixture was extracted with ethyl acetate (10mL×3), the combined organic phase was washed with brine (30mL×2), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to provide the product.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1443-42-1, (4-Methylpyridin-3-yl)methanamine.

Reference:
Article; Li, Ridong; Ning, Xianling; Zhou, Shuo; Lin, Zhiqiang; Wu, Xingyu; Chen, Hong; Bai, Xinyu; Wang, Xin; Ge, Zemei; Li, Runtao; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 48 – 65;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 185315-53-1, Adding some certain compound to certain chemical reactions, such as: 185315-53-1, name is 3-Chloro-2-(chloromethyl)pyridine,molecular formula is C6H5Cl2N, 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 185315-53-1.

General procedure: A mixture of N-tert-butyl-7-(3,3-difluoropyrrolidin-l-yl)-3H-triazolo[4,5-d]pyrimidin-5- amine (25 mg, 0.08 mmol), NEt3 (14.6 mg, 0.144 mmol) and l-(bromomethyl)-2- (trifluoromethyl)benzene (26.8 mg, 0.112 mmol) in 2 mL DMF was stirred at room temperature for 5 h. The mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt . After evaporation of the product containing fractions 5.2 mg (14 %) of the title compound was isolated. MS(m/e): 456.4 (MH+). Example 27; N-[(3S)-l-[5-(tert-Butylamino)-3-[(3-chloropyridin-2-yl)methyl]triazolo[4,5- d]pyrimidin-7 -yl] pyrrolidin- 3 -yl] acetamide; In analogy to the procedure described for the synthesis of N-tert-butyl-7-(3,3- difluoropyrrolidin- l-yl)-3-[[2- (trifluoromethyl)phenyl] methyl] triazolo [4, 5 -d] pyrimidin- 5 – amine (example 22) the title compound was prepared from N-[(3S)-l-[5-(tert-butylamino)- 3H-triazolo[4,5-d]pyrimidin-7-yl]pyrrolidin-3-yl]acetamide and 3-chloro-2- (chloromethyl)pyridine. MS(m/e): 444.4 (MH+).

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. 185315-53-1, 3-Chloro-2-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ROEVER, Stephan; ROGERS-EVANS, Mark; NETTEKOVEN, Matthias; SCHMITT, Sebastien; GRETHER, Uwe; KIMBARA, Atsushi; WO2015/32769; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 851484-95-2, Adding some certain compound to certain chemical reactions, such as: 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde,molecular formula is C6H3ClFNO, 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 851484-95-2.

Example 37: Synthesis of 3-Fluoro-l,7,llb-triaza-benzo[c]fluorene-6-carboxylic acid ethyl es [0321] To a solution of compound SMI (0.8 g, 5 mmol) and compound SM2 (1.02 g, 5 mmol) in ethanol (50 mL) was added piperidine (1.28 g, 15 mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 16h. After cooling, the mixture was filtered and washed with ethanol, dried to get compound 7A as yellow solid (0.82 g, 79 yield). LCMS: m/z 309.9 (M+H)+.

According to the analysis of related databases, 851484-95-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HADDACH, Mustapha; WO2015/172123; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem