3-Methyl-5-(2-morpholin-4-yl-ethyl)-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde → HCID 25114695, compound

HRID 2191437Notes

Reaction equation

HRID 2191437 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][O:17][CH2:16][CH2:15]3)[CH2:9][CH2:10][CH2:11][C:5]=2[NH:4][C:3]=1[CH:21]=O.[F:23][C:24]1[CH:32]=[C:31]([NH:33][CH:34]=[O:35])[C:30]2[C:26](=[CH:27][C:28](=[O:36])[N:29]=2)[CH:25]=1>>[F:23][C:24]1[CH:25]=[C:26]2[C:30](=[C:31]([NH:33][CH:34]=[O:35])[CH:32]=1)[NH:29][C:28](=[O:36])/[C:27]/2=[CH:21]\[C:3]1[NH:4][C:5]2[CH2:11][CH2:10][CH2:9][N:8]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[C:7](=[O:20])[C:6]=2[C:2]=1[CH3:1]

Participants

3

Reactant 2

HCID 592500683-Methyl-5-(2-morpholin-4-yl-ethyl)-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehydeHCID 86761720HCID 86761720, compound

Product 1

HCID 25114695HCID 25114695, compoundYield 52%

Procedure

The title compound was prepared under the same conditions as described in step 4 of Example 10 with 3-methyl-5-(2-morpholin-4-yl-ethyl)-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde 10c obtained from step 3 of Example 10 and (Z)—N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-formamide 20c as starting materials to obtain (Z)—N-{5-fluoro-3-[3-methyl-5-(2-morpholin-4-yl-ethyl)-4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepin-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-7-yl}-formamide 20 (37 mg, yield 52%) as an orange solid.

Workup

  1. customThe title compound was prepared under the same conditions

Sources & evidence

ORD record
ord-915a482e36fb458485aba8d6f389ab89
Source dataset
uspto-grants-2012_12
Patent number
US08329682B2

Reaction notes

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