HCID 178429948, compound → 3-Fluoro-4-(4-methylpiperazin-1-yl)aniline

HRID 2236749Notes

Reaction equation

HRID 2236749 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:15]/[CH:16]=[C:17]2\[C:18](=[O:29])[NH:19][C:20](=[O:28])[C:21]3[C:26]\2=[CH:25][C:24]([I:27])=[CH:23][CH:22]=3)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1.BrC1C=C2C(=CC=1)[C:37](=[O:41])NC(=O)C2=CNC1C=CC(N2CC(C)NC(C)C2)=CC=1>>[I:27][C:24]1[CH:25]=[C:26]2[C:21](=[CH:22][CH:23]=1)[C:20](=[O:28])[NH:19][C:18](=[O:29])/[C:17]/2=[CH:16]/[O:41][CH3:37].[F:1][C:2]1[CH:3]=[C:4]([NH2:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 178429948HCID 178429948, compoundHCID 178480734HCID 178480734, compound

Product 2

HCID 27830553-Fluoro-4-(4-methylpiperazin-1-yl)anilineHCID 68691018(E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

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, 0.27 g (90.0% yield) of light brown solid is obtained from 0.2 g (0.61 mmol) of (4E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione and 0.15 g (0.73 mmol) of [3-fluoro-4-(4-methylpiperazin-1-yl)phenyl]amine: mp 211-212° C.; MS (ESI) m/z 507.1 (M+H)+1

Sources & evidence

ORD record
ord-1a45436148e04c3b9ff7d439b123b7e9
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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