8-(4-Fluoro-phenyl)-4-(3-nitro-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one → 4-(3-Amino-phenyl)-8-(4-fluoro-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 859531Notes

Reaction equation

HRID 859531 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[N:17]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-])=O)[CH:19]=4)[CH2:15][C:14](=[O:27])[NH:13][C:12]=3[CH:28]=2)=[CH:4][CH:3]=1>[Ni]>[NH2:24][C:20]1[CH:19]=[C:18]([C:16]2[CH2:15][C:14](=[O:27])[NH:13][C:12]3[CH:28]=[C:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[CH:9]=[CH:10][C:11]=3[N:17]=2)[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 1

HCID 222248198-(4-Fluoro-phenyl)-4-(3-nitro-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Product 1

HCID 222245874-(3-Amino-phenyl)-8-(4-fluoro-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

Prepared from 8-(4-fluoro-phenyl)-4-(3-nitro-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 67) by catalytic hydrogenation with Raney-Ni according to the general procedure G (method a). Obtained as a light yellow solid (16 mg).

Sources & evidence

ORD record
ord-bb35577df8104eb082bdc305a54a1411
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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