4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1290640-11-7
Molecular Formula:C₃₁H₃₄N₄O₃
Molecular Weight:510.636
Hs Code.:

Synonyms:4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

There total 10 articles about 4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 312693-19-9
(2-methylbenzyl)zinc(II)chloride

: 1175014-69-3
4-(2-chloro-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester

: 1290640-11-7
4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: (2-methylbenzyl)zinc(II)chloride; With 9-methoxy-9-BBN; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h;

4-(2-chloro-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; at 100 ℃; for 3.5h;

Reference yield:

: 1175014-69-3
4-(2-chloro-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester

: 89-92-9
2-methylbenzyl bromide

: 1290640-11-7
4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: 4-(2-chloro-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester; 2-methylbenzyl bromide; With zinc; In tetrahydrofuran; at 0 ℃;

With 9-bora-bicyclo[3.3.1]nonane; at -78 - 20 ℃;

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃;
DOI:10.1016/j.bmcl.2011.06.114

Reference yield:

: 272-49-1
1H-pyrrolo[3,2-b]pyridine

: 1290640-11-7
4-[2-(2-methyl-benzyl)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 8-quinolinol; copper(l) iodide; potassium carbonate / dimethyl sulfoxide / 130 °C

2.1: bromine; tert-butyl alcohol / water / 20 °C

3.1: palladium on activated charcoal; hydrogen / ethanol / 20 °C

4.1: pyridine; trichlorophosphate / dichloromethane / 0 - 20 °C

5.1: trichlorophosphate / dichloromethane / 100 °C

6.1: sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol / 20 °C

7.1: 4-methyl-morpholine; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C

8.1: zinc / tetrahydrofuran / 0 °C

8.2: -78 - 20 °C

8.3: 100 °C

With 4-methyl-morpholine; pyridine; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; 8-quinolinol; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; palladium on activated charcoal; hydrogen; bromine; potassium carbonate; zinc; tert-butyl alcohol; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; 4.1: Vilsmeier-Haack reaction;
DOI:10.1016/j.bmcl.2011.06.114