136888-17-0 | Pyridine-derivatives

Analyzing the synthesis route of 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one

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. 136888-17-0, 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference of 136888-17-0 ,Some common heterocyclic compound, 136888-17-0, molecular formula is C7H5ClN2O, 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 5-chloro-l /-pyrrolo[2,3-c]pyridin-2(3 /)-onc (Step 3 of Intermediate B7) (750 mg, 4.44 mmol) and triethyl orthoacetate (10 mL) was heated at 130 C for 1 h. The reaction mixture was concentrated under reduced pressure and the solid was stirred with diethyl ether. The compound was filtered and dried to yield 800 mg of the desired compound. NMR (400 MHz, DMSO-de) d 1.44 (t, J= 7.2 Hz, 3H), 2.78 (s, 3H), 4.45 (q, J= 7.2 Hz, 2H), 7.41 (s, 1H), 7.82 (s, 1H), 10.58 (s, 1H).

Reference:
Patent; ICHNOS SCIENCES S.A.; CHAUDHARI, Sachin, Sundarlal; GHARAT, Laxmikant, Atmaram; IYER, Pravin; DHONE, Sachin, Vasantrao; ADIK, Bharat, Gangadhar; WADEKAR, Prashant, Dilip; GOWDA, Nagaraj; BAJPAI, Malini; (233 pag.)WO2020/70331; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one

New learning discoveries about 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one

Synthetic Route of 136888-17-0 ,Some common heterocyclic compound, 136888-17-0, molecular formula is C7H5ClN2O, 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.

C. 5-Chloro-3-(2-thenoyl)-6-azaoxindole Pellets of sodium metal (232 mg, 10 mmol) were added to dry ethanol (10 mL) in a dry round-bottomed flask. When dissolution of the sodium was complete, solid 5-chloro-6-azaoxindole (340 mg, 2.0 mmol) was added followed by ethyl 2-thiophenecarboxylate (0.54 mL, 4.0 mmol). The mixture was heated under nitrogen at reflux overnight during which a precipitate formed. The mixture was cooled, poured into ice/water and acidified to pH 4 with 6N HCl solution. The solid product (475 mg) was collected by filtration, washed with water, and dried in the air. This material was recrystallized from methanol to afford the title compound (190 mg, 34%). 1H NMR (DMSO-d6): delta 10.62 (br s, 1 H), 8.79 (d, J = 3.2 Hz, 1 H), 7.92 (s, 1H), 7.77 (d, J = 5 Hz, 1 H), 7.65 (s, 1 H), 7.17-7.14 (m, 1 H).

Reference:
Patent; PFIZER INC.; EP436333; (1991); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one

According to the analysis of related databases, 136888-17-0, the application of this compound in the production field has become more and more popular.

Reference of 136888-17-0, 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. 136888-17-0, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one, molecular formula is C7H5ClN2O, 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.

C. 5-Chloro-3-(2-thenoyl)-6-azaoxindole Pellets of sodium metal (232 mg, 10 mmol) were added to dry ethanol (10 mL) in a dry round-bottomed flask. When dissolution of the sodium was complete, solid 5-chloro-6-azaoxindole (340 mg, 2.0 mmol) was added followed by ethyl 2-thiophenecarboxylate (0.54 mL, 4.0 mmol). The mixture was heated under nitrogen at reflux overnight during which a precipitate formed. The mixture was cooled, poured into ice/water and acidified to pH 4 with 6N HCl solution. The solid product (475 mg) was collected by filtration, washed with water, and dried in the air. This material was recrystallized from methanol to afford the title compound (190 mg, 34%). 1 H NMR (DMSO-d6): delta10.62 (br s, 1H), 8.79 (d, J=3.2 Hz, 1H), 7.92 (s, 1H), 7.77 (d, J=5 Hz, 1H), 7.65 (s, 1H), 7.17-7.14 (m, 1H).

According to the analysis of related databases, 136888-17-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US5811432; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 136888-17-0

The synthetic route of 136888-17-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 136888-17-0 , The common heterocyclic compound, 136888-17-0, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one, molecular formula is C7H5ClN2O, 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 degassed mixture of l,4-dioxane (20 mL) and water (3.0 mL) were added 5- chloro- 177-pyrrolo[2,3-c]pyridin-2(377)-onc (step 1 intermediate) (300 mg, 1.78 mmol) and (2-fluoro-6-methoxyphenyl)boronic acid (453 mg, 2.67 mmol) and the mixture was evacuated for 15 min. XPhos Pd G2 (140 mg, 0.18 mmol) and tribasic potassium phosphate (756 mg, 3.56 mmol) were added to the mixture. The resulting reaction mixture was heated on a pre-heated oil bath at 90 C for 2 h. The mixture was cooled to RT and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography to yield 140 mg of the desired compound. 1 H NMR (400 MHz, DMSO-de) d 3.61 (s, 2H), 3.78 (s, 3H), 6.88 (t, J= 9.2 Hz, 1H), 6.96 (d, J = 8.4 Hz, 1H), 7.27 (s, 1H), 7.36-7.44 (m, 1H), 8.15 (s, 1H), 10.62 (s, 1H).

The synthetic route of 136888-17-0 has been constantly updated, and we look forward to future research findings.