5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

Base Information

Chemical Name:5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide
CAS No.:1616628-82-0
Molecular Formula:C₃₂H₃₆F₃N₇O₂
Molecular Weight:607.679
Hs Code.:

5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

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Chemical Property of 5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

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Technology Process of 5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

There total 8 articles about 5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide 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: 7.0%

: 1616628-99-9
5-((5-amino-2-methylbenzyl)amino)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

: 1616629-00-5
4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoic acid

: 1616628-82-0
5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b00087

Reference yield: 6.0%

: 1616628-82-0
5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

: 1150618-15-7
5-nitro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

: 1616628-82-0
5-{(5-[4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)benzoylamino]-2-methylbenzyl)amino}-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 6 steps

1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 22502.3 Torr / Autoclave

3: acetic acid / methanol / 2 h / 20 °C

4: sodium cyanoborohydride / methanol / 16 h / 20 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 22502.3 Torr / Autoclave

6: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00087