4-Pyridin-4-yl-1,3-dihydro-indol-2-one → HCID 25116065, compound

HRID 2191490Notes

Reaction equation

HRID 2191490 reaction equation
[CH3:1][C:2]1[C:6]2[C:7](=[O:20])[N:8]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[CH2:9][CH2:10][CH2:11][C:5]=2[NH:4][C:3]=1[CH:21]=O.[N:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:37]=[CH:36][CH:35]=[C:34]3[C:30]=2[CH2:31][C:32](=[O:38])[NH:33]3)=[CH:25][CH:24]=1>>[CH3:1][C:2]1[C:6]2[C:7](=[O:20])[N:8]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[CH2:9][CH2:10][CH2:11][C:5]=2[NH:4][C:3]=1/[CH:21]=[C:31]1\[C:32](=[O:38])[NH:33][C:34]2[C:30]\1=[C:29]([C:26]1[CH:27]=[CH:28][N:23]=[CH:24][CH:25]=1)[CH:37]=[CH:36][CH:35]=2

Participants

3

Reactant 2

HCID 121115814-Pyridin-4-yl-1,3-dihydro-indol-2-oneHCID 592500973-Methyl-4-oxo-5-(2-piperidin-1-yl-ethyl)-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde

Product 1

HCID 25116065HCID 25116065, compoundYield 54%

Procedure

The title compound was prepared under the same conditions as described in step 5 of Example 32 with 3-methyl-4-oxo-5-(2-piperidin-1-yl-ethyl)-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde 32d obtained from step 4 of Example 32 and 4-pyridin-4-yl-1,3-dihydro-indol-2-one as starting materials to obtain (Z)-3-methyl-2-(2-oxo-4-pyridin-4-yl-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-piperidin -1-yl-ethyl)-5,6,7,8-tetrahydro-1H-pyrrolo[3,2-c]azepin-4-one 54 (40 mg, yield 54%) as a yellow solid.

Workup

  1. customThe title compound was prepared under the same conditions

Sources & evidence

ORD record
ord-aa93bf47b2e04d078b8b82dee1e0fd1c
Source dataset
uspto-grants-2012_12
Patent number
US08329682B2

Reaction notes

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