7-fluoro-2,3,4,5-tetrahydro-1H-1-benzazepine-2,5-dione → 4-Dimethylaminomethylene-7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

HRID 2373361Notes

Reaction equation

HRID 2373361 reaction equation
[CH3:1][N:2]([CH3:19])[CH:3]1C(=C)C(=O)NC2C=CC(OC)=CC=2C1=O.[F:20][C:21]1[CH:33]=[CH:32][C:24]2[NH:25][C:26](=[O:31])[CH2:27][CH2:28][C:29](=[O:30])[C:23]=2[CH:22]=1>>[CH3:1][N:2]([CH:19]=[C:28]1[CH2:27][C:26](=[O:31])[NH:25][C:24]2[CH:32]=[CH:33][C:21]([F:20])=[CH:22][C:23]=2[C:29]1=[O:30])[CH3:3]

Participants

3

Reactant 2

HCID 234409367-fluoro-2,3,4,5-tetrahydro-1H-1-benzazepine-2,5-dioneHCID 669347774-dimethylamino-methylene-7-methoxy-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Product 1

HCID 669346104-Dimethylaminomethylene-7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Procedure

In a manner similar to that described above for 4-dimethylamino-methylene-7-methoxy-3,4-dihydro-1H-benzo[b]azepine-2,5-dione, 7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (iv-f) was converted to v-f (85%): MS m/z═249 (M+H).

Sources & evidence

ORD record
ord-40147462f62b484cb6da6c4535ec588e
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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