Some tips on 938465-52-2

As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

To a solution of 4-(4-fluorophenyl)- 1 -oxa-4, 8-diazaspiro[5. Sjundecan-5-one (120 mg, 0.45 mmol) in NMP (3 mL) was added 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide (123 mg, 0.Smmol) and DIEA (174 mg, 1.35 mmol), and the mixture was heated under microwave irradiation for 1.5 h at 150 C.The mixture was purified with prep-HPLC to give 1-(4-(4-fluorophenyl)-5 -oxo- 1 -oxa-4, 8-diazaspiro[5.5j undecan-8-yl)-5H-pyrido [4,3-bj indole-4- carboxamide. ?H NMR (400 MHz, CD3OD) 3 8.51 (s, 1H), 8.03 (d, J=8.0 Hz, 1H), 7.82 (d, J=8.0 Hz, 1H), 7.62 (t, J=7.7 Hz, 1H), 7.54 – 7.44 (m, 1H), 7.31 – 7.23 (m, 2H), 7.14 – 7.06 (m, 2H), 4.40 (d, J=13.3 Hz, 1H), 4.27 – 4.14 (m, 2H), 4.00 – 3.90 (m, 1H), 3.80 – 3.66 (m, 3H), 3.64- 3.52 (m, 1H), 2.54 – 2.39 (m, 1H), 2.38 – 2.22 (m, 2H), 1.94 – 1.79 (m, 1H) ppm., 938465-52-2

As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Simple exploration of 938465-52-2

As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role.

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,938465-52-2

A mixture of 4-((benzyloxy)methyl)-2-methyl-2,7-diazaspiro[4. s1 decan- 1-one(118 mg, 0.407 mmol), 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide (100 mg, 0.407 mmol)and DIPEA (0.3 mL, 1.63 mmol) in 1-methylpyrrolidin-2-one (3 mL) was stirred in a microwave at 150 C for 2 h. To the mixture was added water (10 mL). The mixture was extracted withDCM/i-PrOH (3:1, 20 mL )< 3). The combined organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated to afford the crude product, which waspurified by silica gel column chromatography (THF / PE = 30% 80 %) to give 1-(4-((benzyloxy)methyl)-2-methyl- 1 -oxo-2,7-diazaspiro [4.51 decan-7-yl)-5H-pyrido [4,3-bj indole-4-+carboxamide as a solid. MS: 498.2[M+Hj As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role. Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Downstream synthetic route of 938465-52-2

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,938465-52-2

A mixture of l-chloro-5H-pyrido[4,3-6]indole-4-carboxamide in cone. NH4OH (0.07 M) was heated in a microwave reactor at 1600C for 1 h in a sealed tube. The reaction mixture was cooled to room temperature and partitioned between THF/EtOAc and saturated NaHCO3. After separation of the organic phase, the aqueous phase was extracted again with THF/EtOAc, and the combined organic phases were washed with brine, dried over Na2SCXj and filtered. After evaporation of the organic solvents, the residue was purified by flash chromatography (0-10% MeOH in EtOAc) to provide the title compound as an off-white solid.1H NMR (DMSO-d6) delta 11.50 (IH, s), 8.50 (IH, s), 8.30 (IH, d), 7.85 (IH, br s), 7.75 (IH, d), 7.35 (IH, t), 7.20 (IH, t), 7.15 (IH, br s), 6.80 (2H, br s).

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (2007); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Simple exploration of 938465-52-2

As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role.

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

938465-52-2, To a solution of Intermediate 1(500 mg, 2.04 mmol) in CH3COOH (20 mL) was added NBS (381 mg, 2.14 mmol) and then stirring at rt overnight. The mixture was poured intoH20 (100 mL), filtered to afford 8-bromo-1-chloro-5H-pyrido[4,3-bjindole-4- carboxamide.1HNMR (300MHz, DMSO-d6) oe12.30 (s, 1H), 8.80 (s,1 H),8.46 (s, 1 H), 8.35- 8.38 (m, 1 H), 7.69-7.82 (m, 3 H) ppm.

As the paragraph descriping shows that 938465-52-2 is playing an increasingly important role.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Analyzing the synthesis route of 938465-52-2

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

938465-52-2, To a suspension of l-chloro-5H-pyrido[4,3-]indole-4-carboxamide (Example 10 Step 3) in AcOH (0.15 M) at room temperature was added Br2 (10 equiv) to provide a homogeneous mixture. After standing at room temperature a precipitate formed, and after 1 h, a suspension of Zn powder (excess) in TetaF was added in a cold water bath. After a period of 10 min, the reaction mixture was poured over TetaF/EtOAc and saturated NaHCO3. After separation of the organic phase, the aqueous phase was extracted again with THF/EtOAc, and the combined organic phases were washed with brine, dried over MgSO4 and filtered. After evaporation of the organic solvents, the residue was purified by flash chromatography (10-70% EtOAc in hexanes)to provide the title compound as a yellow solid.

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (2007); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

New learning discoveries about 938465-52-2

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

938465-52-2, A mixture of 4-((tert-butyldimethylsilyl)oxy)-2,7-diazaspiro [4.5j decan- 1-one (300 mg, 1.22 mmol), 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide (417 mg, 1.46 mmol) and DIPEA (630 mg, 4.88 mmol) in 1-methylpyrrolidin-2-one (4 mL) was stirred in a microwave at15OC for 1.5 h. To the mixture was added water (10 mL) and DCM (50 mL). After partition, the aqueous layer was extracted with DCM/i-PrOH (v:v=3: 1, 20 mL x 3). The combined organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated to afford the cmde product, which was purified by silica gel columnchromatography (MeOH / DCM = 0% 10 %) to give 1-(4-((tert-butyldimethylsilyl)oxy)- 1 -oxo-2,7-diazaspiro[4. 51 decan-7-yl)-5H-pyrido[4,3-bj indole-4- carboxamide. MS: 494.2 [M+Hf?.

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Brief introduction of 938465-52-2

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

938465-52-2, To a solution of (S)-2-(4-fluorophenyl)-2,8-diazaspiro[5.Sjundecan-1-one (120 mg, 0.45 mmol) in NMP (3 mL) was added 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide(Intermediate 1, 123 mg, 0.Smmol) and DIPEA (174 mg, 1.35 mmol), and the mixture was heated under microwave irradiation for 1.5 h at 150 C.The mixture was purified with prepHPLC to give (R)- 1 -(8-(4-fluorophenyl)-7-oxo-2, 8-diazaspiro[5 .51 undecan-2-yl)-5H-pyrido [4,3- bjindole-4-carboxamide. MS: 472.3 [M+Hjt 1H NMR (400 MHz, CD3OD) 3 8.45 (s, 1H), 8.03 (d, fr8.0 Hz, 1H), 7.81 (d, fr8.0 Hz, 1H), 7.62 (t, J=7.3 Hz, 1H), 7.55 – 7.49 (m, 1H), 7.11 – 7.06(m, 4H), 4.28 (d, J=12.5 Hz, 1H), 4.03 – 3.93 (m, 1H), 3.87 (d, fr12.5 Hz, 1H), 3.80 (d, fr4.8Hz, 1H), 3.63 – 3.53 (m, 2H), 2.43 (ddd, fr4.8, 7.7, 12.9 Hz, 1H), 2.25 – 2.07 (m, 3H), 2.07 -1.98 (m, 3H), 1.94 – 1.84 (m, 1H) ppm.

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Downstream synthetic route of 938465-52-2

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

938465-52-2, 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,938465-52-2

To the mixture of Intermediate 1(1 g, 4.07 mmol) in 30 mL of CF3COOH was added NIS (0.916 g, 4.07 mmol), then the mixture was stirred at room temperature overnight.Water (200 mL) was added into the mixture after it was cooled to room temperature, which wasfiltered and washed with water to yield 1 -chloro-8-iodo-5H-pyrido[4,3 -bj indole-4-carboxamide,which was used in the next step without further purification. ?HNMR(300MHz, DMSO-d6)oe12.33 (s, 1 H), 8.67 (s, 1 H), 8.61 (s,1 H), 8.37 (s, 1 H), 7.83 (d, J=8.4 Hz, 1 H), 7.61 (d, J=8.4Hz, 1 H) ppm.

The synthetic route of 938465-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Analyzing the synthesis route of 938465-52-2

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

938465-52-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.938465-52-2,1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide,as a common compound, the synthetic route is as follows.

To a solution of 1,4,8-triazaspiro[5.Sjundecan-5-one (30 mg, 0.l8mmol) inNMPmL) was added 1-chloro-5H-pyrido[4,3-bjindole-4-carboxamide (44 mg, 0.l8mmol) andDIEA (70 mg, 0.S4mmol), and the mixture was heated under microwave irradiation for 1.5 h at150 C. The reaction solution was purified by prep-HPLC to afford 1-(5-oxo-1,4,8-triazaspiro[5 . Sjundecan-8-yl)-5H-pyrido[4,3-bjindole-4-carboxamide. MS: 379.3 [M+Hjt 1HNMR (400 MHz, DMSO-d6) 3 11.93 (s, 1H), 9.67 (br. s., 1H), 8.70 (s, 1H), 8.54 (br. s., 1H),8.19 (br. s., 1H), 8.05 (d, J=7.8 Hz, 1H), 7.83 (d, J=8.0 Hz, 1H), 7.54 (br. s., 1H), 7.48 (t, J7.4Hz, 1H), 7.38 – 7.31 (m, 1H), 4.39 (d, J=14.1 Hz, 1H), 3.93 (d, J=12.5 Hz, 2H), 3.56 – 3.49 (m,2H), 3.45 (br. s., 2H), 2.98 (t, J=11.5 Hz, 1H), 2.40 -2.21 (m, 2H), 2.20 – 2.05 (m, 1H), 1.84 (d,J13.1 Hz, 1H) ppm.

938465-52-2 1-Chloro-5H-pyrido[4,3-b]indole-4-carboxamide 59198457, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles