N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-formamide → N-{3-[5-(2-dimethylamino-ethyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-formamide

HRID 905871Notes

Reaction equation

HRID 905871 reaction equation
[CH3:1][N:2]([CH3:18])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][C:8]2[NH:11][C:12]([CH:15]=O)=[C:13]([CH3:14])[C:7]=2[C:6]1=[O:17].[O:19]=[C:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([NH:29][CH:30]=[O:31])[CH:26]=2)[NH:21]1>>[CH3:1][N:2]([CH3:18])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][C:8]2[NH:11][C:12]([CH:15]=[C:28]3[C:27]4[C:22](=[CH:23][CH:24]=[C:25]([NH:29][CH:30]=[O:31])[CH:26]=4)[NH:21][C:20]3=[O:19])=[C:13]([CH3:14])[C:7]=2[C:6]1=[O:17]

Participants

3

Reactant 2

HCID 23439025N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-formamideHCID 866376895-(2-dimethylamino-ethyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde

Product 1

HCID 72526798N-{3-[5-(2-dimethylamino-ethyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-formamideYield 69.3%

Procedure

The title compound was prepared under the same conditions as described in Example 112 with 5-(2-dimethylamino-ethyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde and N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-formamide as starting materials to give N-{3-[5-(2-dimethylamino-ethyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-formamide (43 mg, 69.3%) as a yellow solid.

Workup

  1. customThe title compound was prepared under the same conditions

Sources & evidence

ORD record
ord-20d44269658c4f0794a2dee9e8d6130d
Source dataset
uspto-grants-2011_09
Patent number
US08012966B2

Reaction notes

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