7-acetyl-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-2H-1,4-benzodiazepin-2-one → 5-(o-fluorophenyl)-2,3-dihydro-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepine-7-carbonitrile

HRID 2286174Notes

Reaction equation

HRID 2286174 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([C:19](=[N:21]O)C)[CH:17]=[CH:18][C:13]=2[N:12](C)[C:11](=[O:24])[CH:10]([CH3:25])[N:9]=1.[C:26](C1C=CC2NC(=O)C(C)(C)N=C(C3C=CC=CC=3F)C=2C=1)(=O)C>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([C:19]#[N:21])[CH:17]=[CH:18][C:13]=2[NH:12][C:11](=[O:24])[C:10]([CH3:26])([CH3:25])[N:9]=1

Participants

3

Reactant 2

HCID 205420877-acetyl-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-2H-1,4-benzodiazepin-2-oneHCID 736829855-(o-fluorophenyl)-1,3-dihydro-7-[1-(hydroxyimino)ethyl]-1,3-dimethyl-2H-1,4-benzodiazepin-2-one

Product 1

HCID 205420725-(o-fluorophenyl)-2,3-dihydro-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepine-7-carbonitrile

Procedure

From 33.74 g (0.169 mol) of 5-(o-fluorophenyl)-2,3-dihydro-3,3-dimethyl-2-oxo-1H-1,4-benzodiazepine-7-carbonitrile there is obtained in analogy to paragraph (h) of Example 1 7-acetyl-5-(o-fluorophenyl)-1,3-dihydro-3,3-dimethyl-2H-1,4-benzodiazepin-2-one of melting point 206°.

Sources & evidence

ORD record
ord-40189096a2b446af9a3cbfa8b4cfec01
Source dataset
uspto-grants-1982_04
Patent number
US04327026

Reaction notes

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