N-(2-oxoindolin-5-yl)acetamide → HCID 25116062, compound

HRID 2191483Notes

Reaction equation

HRID 2191483 reaction equation
[CH2:1]([N:3]([CH2:20][CH3:21])[CH2:4][CH2:5][N:6]1[CH2:12][CH2:11][CH2:10][C:9]2[NH:13][C:14]([CH:17]=O)=[C:15]([CH3:16])[C:8]=2[C:7]1=[O:19])[CH3:2].[O:22]=[C:23]1[CH2:31][C:30]2[C:25](=[CH:26][CH:27]=[C:28]([NH:32][C:33](=[O:35])[CH3:34])[CH:29]=2)[NH:24]1>>[CH2:1]([N:3]([CH2:20][CH3:21])[CH2:4][CH2:5][N:6]1[CH2:12][CH2:11][CH2:10][C:9]2[NH:13][C:14](/[CH:17]=[C:31]3\[C:23](=[O:22])[NH:24][C:25]4[C:30]\3=[CH:29][C:28]([NH:32][C:33](=[O:35])[CH3:34])=[CH:27][CH:26]=4)=[C:15]([CH3:16])[C:8]=2[C:7]1=[O:19])[CH3:2]

Participants

3

Reactant 2

HCID 11206280N-(2-oxoindolin-5-yl)acetamideHCID 592500815-(2-Diethylamino-ethyl)-3-methyl-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde

Product 1

HCID 25116062HCID 25116062, compoundYield 18.9%

Procedure

The title compound was prepared under the same conditions as described in step 10 of Example 1 with 5-(2-diethylamino-ethyl)-3-methyl-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde 1j obtained from step 9 of Example 1 and N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide 30d obtained from step 3 of Example 30 as starting materials to obtain (Z)—N-{3-[5-(2-diethylamino-ethyl)-3-methyl-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepin-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-acetamide 51 (12 mg, yield 18.9%) as an orange solid.

Workup

  1. customThe title compound was prepared under the same conditions

Sources & evidence

ORD record
ord-7408d8b660fb4c118610082d91c1804f
Source dataset
uspto-grants-2012_12
Patent number
US08329682B2

Reaction notes

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