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

HRID 2236824Notes

Reaction equation

HRID 2236824 reaction equation
[CH3:1][N:2]([CH3:33])[CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:18]/[CH:19]=[C:20]3\[C:21](=[O:32])[NH:22][C:23](=[O:31])[C:24]4[C:29]\3=[CH:28][C:27]([I:30])=[CH:26][CH:25]=4)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1.BrC1C=C2C(=CC=1)[C:41](=[O:45])NC(=O)C2=CNC1C=CC(N2CC(C)NC(C)C2)=CC=1>>[I:30][C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][CH:26]=1)[C:23](=[O:31])[NH:22][C:21](=[O:32])/[C:20]/2=[CH:19]/[O:45][CH3:41].[CH3:33][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178483503HCID 178483503, compound

Product 2

HCID 68691018(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dioneHCID 68698102HCID 68698102, 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, 0.079 g (73.1% yield) of greenish tan solid is obtained from 0.064 g (0.19 mmol) of (4E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione and 0.061 g (0.23 mmol) of (4-{1-[3-(dimethylamino)propyl]piperidin-4-yl}phenyl)amine: mp 139-140° C.; MS (ESI) m/z 559.0 (M+H)+1

Sources & evidence

ORD record
ord-b24e44d5c4674651a5974f94352ef7ce
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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