HCID 178429948, compound → (E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

HRID 2236797Notes

Reaction equation

HRID 2236797 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:15][C:16]1[CH:21]=[C:20]([F:22])[C:19]([N:23]2[CH2:28][CH2:27][N:26]3[CH2:29][CH2:30][CH2:31][C@H:25]3[CH2:24]2)=[C:18]([F:32])[CH:17]=1.BrC1C=C2C(=CC=1)[C:40](=[O:44])NC(=O)C2=CNC1C=CC(N2CC(C)NC(C)C2)=CC=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]/[O:44][CH3:40].[F:32][C:18]1[CH:17]=[C:16]([NH2:15])[CH:21]=[C:20]([F:22])[C:19]=1[N:23]1[CH2:28][CH2:27][N:26]2[CH2:29][CH2:30][CH2:31][C@H:25]2[CH2:24]1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178518265HCID 178518265, compound

Product 2

HCID 68692760(E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dioneHCID 68696444HCID 68696444, compound

Procedure

Using the procedure described for the preparation of 4Z)-6-bromo-4-({[4-(3,5-dimethylpiperazin-1-yl)phenyl]amino}methylene)isoquinoline-1,3(2H,4H)-dione, 1.87 g (72.2% yield) of light brown solid is obtained from 1.45 g (5.14 mmol) of (4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione, and 1.3 g (5.14 mmol) of {3,5-difluoro-4-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]phenyl}amine: mp 190-191° C.; MS (ESI) m/z 503.1 (M+H)+1

Sources & evidence

ORD record
ord-9397cf928de342c5b3fd4d3a2e6d0257
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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