4-(2,3-Difluoro-phenyl)-1,3-dihydro-indol-2-one → HCID 66608021, compound

HRID 2365122Notes

Reaction equation

HRID 2365122 reaction equation
[OH:1][C:2]1([CH2:9][N:10]2[CH2:15][CH2:14][C:13]3[NH:16][C:17]([CH:20]=O)=[C:18]([CH3:19])[C:12]=3[C:11]2=[O:22])[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.[F:23][C:24]1[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=1[C:31]1[CH:39]=[CH:38][CH:37]=[C:36]2[C:32]=1[CH2:33][C:34](=[O:40])[NH:35]2>>[F:23][C:24]1[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=1[C:31]1[CH:39]=[CH:38][CH:37]=[C:36]2[C:32]=1[C:33](=[CH:20][C:17]1[NH:16][C:13]3[CH2:14][CH2:15][N:10]([CH2:9][C:2]4([OH:1])[CH2:3][CH2:4][N:5]([CH3:8])[CH2:6][CH2:7]4)[C:11](=[O:22])[C:12]=3[C:18]=1[CH3:19])[C:34](=[O:40])[NH:35]2

Participants

3

Reactant 2

HCID 225619714-(2,3-Difluoro-phenyl)-1,3-dihydro-indol-2-oneHCID 86637688HCID 86637688, compound

Product 1

HCID 66608021HCID 66608021, compoundYield 74.98%

Procedure

The title compound was prepared under the same conditions as described in Example 1 with 5-(4-hydroxy-1-methyl-piperidin-4-ylmethyl)-3-methyl-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde and 4-(2,3-difluoro-phenyl)-1,3-dihydro-indol-2-one (prepared according to WO2002055517) as Starting materials to give 2-[4-(2,3-difluoro-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-5-(4-hydroxy-1-methyl-piperidin-4-ylmethyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one (67 mg, 74.98%) as an orange solid.

Workup

  1. customThe title compound was prepared under the same conditions

Sources & evidence

ORD record
ord-ca7cfa3216884412976a6586aa113c67
Source dataset
uspto-grants-2014_04
Patent number
US08697692B2

Reaction notes

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