Category: 66909-38-4

Reference of 66909-38-4, 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

A mixture OF 4-(6-CHLORO-5-METHYL-PYRIMIDIN-4-YLOXY)-PIPERIDINE-1-CARBOXYLIC acid isopropyl ester (1.80 g, 5.74 mmol), palladium acetate (155 mg, 0.69 mmol), biphenyl-3-yl-di-tert-butyl- phosphane (21.5 mg, 0.072 mmol), sodium tert-butoxide (1.38 g, 14.4 mmol), and 6-CHLORO-4-METHYL- pyridin-3-ylamine (838 mg, 5.80 mmol) in 20 mL dioxane was heated in microwave for 1 hour at 120C. Solids were filtered off and mixture was purified by column chromatography (hexane/AcOEt) to give Compound A98 as a tanned solid (702 mg, 29%). H NMR (CDCL3, 400 MHz) 8 1.24-1. 26 (d, 6H), 1.72-1. 81 (M, 2H), 1.95-2. 02 (M, 2H), 2.10 (s, 3H), 2.27 (s, 3H), 3.37-3. 43 (M, 2H), 3.74-3. 77 (M, 2H), 4.90-4. 97 (m, 1H), 5.29-5. 34 (M, 1H), 5.91 (s, 1H), 7.00 (s, 1H), 8.22 (s, 1H), 8.57 (s, 1H). Exact mass calculated for C2OH26CIN503 419.17, found 420.4 (MH+).

The chemical industry reduces the impact on the environment during synthesis 66909-38-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 66909-38-4, 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 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Potassium thiocyanate (0.682 g, 7.01 mmol) was dissolved in acetic acid (10 mL) and cooled to 0 C. 6-chloro-4-methylpyridin-3-amine (1.00 g, 7.01 mmol) was dissolvedacetic acid (3.33 mL) and added dropwise. Bromine (0.361 mL, 7.01 mmol) was dissolved in acetic acid (3.33 mL) and added dropwise to the reaction mixture. The reaction mixture was allowed to warm to room temperature for 18 h. The reactionmixture was concentrated under reduced pressure. The resultant residue was diluted with water and neutralized with 1 N NaOH. The aqueous solution was extracted with EtOAc (x3). The combined organic layer was washed with brine, dried with sodium sulfate, and concentrated under reduced pressure. The reaction mixture was purified on Prep HPLC using Method A to yield Intermediate 191A (0.890 g, 4.46 mmol, 63.6 % yield) as awhite solid. ?H NMR (400MHz, CHLOROFORM-d) 7.08 (d, J0.7 Hz, 1H), 3.39 (dt, J3.2, 1.6 Hz, 2H), 2.50 (d, J0.7 Hz, 3H). LC-MS: method H, RT = 0.92 mm, MS (ESI) m/z: 200.1 (M+H)

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 66909-38-4, 6-Chloro-4-methylpyridin-3-amine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 66909-38-4, 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

A mixture OF 4-(6-CHLORO-5-METHYL-PYRIMIDIN-4-YLOXY)-PIPERIDINE-1-CARBOXYLIC acid isopropyl ester (1.80 g, 5.74 mmol), palladium acetate (155 mg, 0.69 mmol), biphenyl-3-yl-di-tert-butyl- phosphane (21.5 mg, 0.072 mmol), sodium tert-butoxide (1.38 g, 14.4 mmol), and 6-CHLORO-4-METHYL- pyridin-3-ylamine (838 mg, 5.80 mmol) in 20 mL dioxane was heated in microwave for 1 hour at 120C. Solids were filtered off and mixture was purified by column chromatography (hexane/AcOEt) to give Compound A98 as a tanned solid (702 mg, 29%). H NMR (CDCL3, 400 MHz) 8 1.24-1. 26 (d, 6H), 1.72-1. 81 (M, 2H), 1.95-2. 02 (M, 2H), 2.10 (s, 3H), 2.27 (s, 3H), 3.37-3. 43 (M, 2H), 3.74-3. 77 (M, 2H), 4.90-4. 97 (m, 1H), 5.29-5. 34 (M, 1H), 5.91 (s, 1H), 7.00 (s, 1H), 8.22 (s, 1H), 8.57 (s, 1H). Exact mass calculated for C2OH26CIN503 419.17, found 420.4 (MH+).

The chemical industry reduces the impact on the environment during synthesis 66909-38-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 66909-38-4, 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

To the suspension of 6-chloro-4-methylpyridin-3-amine (10.0 g, 70 mmol) in toluene (110 mL), KOAc (8.2 g, 84.0 mmol) was added in one portion, followed by addition of Ac2O (84 mmol). The mixture was heated at 70 C. overnight. Then, to the mixture, isoamyl nitrite (10.4 mL, 77 mmol) was added. The mixture was heated at 95 C. for 30 hr under Ar. The reaction was cooled to room temperature and filtered through a short pad of celite, and the residue was rinsed with ethyl acetate. The combined solution was concentrated and the resulting residue was purified to afford title compound.

The chemical industry reduces the impact on the environment during synthesis 66909-38-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, 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. 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, 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.

6-Chloro-4-methylpyridin-3-amine (22.0 g, 154.9 mmol) was dissolved in DMF (150 mL) and treated with NIS (41.8 g, 185.9 mmol). The reaction mixture was stirred at rt overnight, then water (200 mL) was added, and the mixture was extracted with EtOAc (3×200 mL). The combined organics were concentrated in vacuo and the residue was subjected to silica gel flash chromatography eluting with Et2O-EtOAc to give 6-chloro-2-iodo-4-methylpyridin-3-amine. 1H NMR (DMSO-d6, 400 MHz): delta7.11 (s, 1H), 5.23 (s, 2H), 2.15 (s, 3H) ppm

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, 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 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 6-chloro-4-methylpyridin-3-amine 6a (6.75 g, 47.3 mmol), N-iodosuccinimide (12.95 g, 57.6 mmol), and N,N-dimethylformamide (100 mL) were mixed at 0C and stirred at room temperature for 15 hrs. Next, water (100 ml) was added, and the mixture was extracted with ethyl acetate (150 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant, and concentrated to remove solvent under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate= 10/1) to give a target product 6-chloro-2-iodo-4-methylpyridin-3-amine 6b (6.5 g, yellow solid), yield: 47%. MS m/z (ESI):269[M+1]

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing InnoCare Pharma Tech Co., Ltd.; CHEN, Xiangyang; PANG, Yucheng; (44 pag.)EP3409672; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, 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 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 6-chloro-4-methylpyridin-3-amine 6a (6.75 g, 47.3 mmol), N-iodosuccinimide (12.95 g, 57.6 mmol), and N,N-dimethylformamide (100 mL) were mixed at 0C and stirred at room temperature for 15 hrs. Next, water (100 ml) was added, and the mixture was extracted with ethyl acetate (150 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant, and concentrated to remove solvent under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate= 10/1) to give a target product 6-chloro-2-iodo-4-methylpyridin-3-amine 6b (6.5 g, yellow solid), yield: 47%. MS m/z (ESI):269[M+1]

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing InnoCare Pharma Tech Co., Ltd.; CHEN, Xiangyang; PANG, Yucheng; (44 pag.)EP3409672; (2018); A1;,
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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.SDS of cas: 66909-38-4

Example 406-TERT-BUTYL-N-((1R)-1-{4-METHYL-5-[(METHYLSULFONYL)AMINO]PYRIDIN-2-YL}ETHYL)-2-NAPHTHAMIDE 40A) N-(6-CHLORO-4-METHYLPYRIDIN-3-YL)METHANESULFONAMIDE A mixture of 3-amino-6-chloro-4-picoline (2.0 g, 14.0 mmol) and methanesulfonyl chloride (1.93 g, 16.8 mmol) in pyridine (140 ml) was stirred for 2 hours at room temperature. The resulting mixture was quenched with 2 M HCl aqueous solution and diluted with EtOAc. The separated organic phase was washed with 2 M HCl aqueous solution, dried over magnesium sulfate, concentrated to give crude. It was diluted with EtOAc and extracted with 2 M sodium hydroxide aqueous solution. The separated basic phase was acidified with 2 M HCl aqueous solution to give precipitates, which were collected and rinsed with water, dried in vacuo to afford the title compound (2.42 g, 78%) as a solid.1H NMR (DMSO-d6) delta 2.33 (3H, s), 3.05 (3H, s), 7.47 (1H, s), 8.24 (1H, s), 9.44 (1H, brs).MS (ESI): m/z 221 (M+H)+, 219 (M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66909-38-4, 6-Chloro-4-methylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 66909-38-4, 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

Example 7: Preparation of [N’- (3- { [5-bromo-2- (3-chloro- pyridin-2-yl) -2ff-pyrazole- 3-carbonyl] -amino} -6-chloro- 4- methyl-pyridine-2-carbonyl) -hydrazinecarboxylic acid methyl ester (7); Step 1: Preparation of 3-amino-6-chloro-2-iodo-4- methylpyridine 5-Amino-2-chloro-4-methylpyridine (1.35 g) was dissolved in DMF (20 mL) , N-iodosuccinimide (2.59 g) was added and the reaction mixture was stirred at room temperature for 12 hours. Ethyl acetate was added and the organic layer was washed 3x with water, washed with brine, dried over MgSO4 and concentrated in vacuum. The residue was purified by column chromatography (silica 60, hexane/ethyl acetate = 3:1, Rf = 0.30) to afford 1.38 g of the title compound of as an orange solid.1H-NMR (CDCl3, TMS) delta (ppm) : 2.21 (3H, s) , 4.06 (2H, br s), 6.95 (IH, s) .

Statistics shows that 66909-38-4 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-4-methylpyridin-3-amine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/130021; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem