HCID 86738350, compound → HCID 20542080, compound

HRID 2286176Notes

Reaction equation

HRID 2286176 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)[CH3:20])[CH:17]=[CH:18][C:13]=2[N:12]([CH3:23])[C:11](=[O:24])[C:10]([CH3:26])([CH3:25])[N:9]=1.[H][H]>N.[Ni]>[NH2:21][CH:19]([C:16]1[CH:17]=[CH:18][C:13]2[N:12]([CH3:23])[C:11](=[O:24])[C:10]([CH3:25])([CH3:26])[N:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[C:14]=2[CH:15]=1)[CH3:20]

Participants

5

Reactant 2

HCID 86738350HCID 86738350, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20542080HCID 20542080, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

2.5 g of Raney-nickel paste are added to a solution of 2.22 g (6.28 mmol) of 5-(o-fluorophenyl)-1,3-dihydro-7-[1-(hydroxyimino)ethyl]-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one in 100 ml of 2 N methanolic ammonia and the mixture is stirred at room temperature for 24 hours in a hydrogen atmosphere. The catalyst is filtered off and the solvent is concentrated in vacuo. After filtration over 50 g of silica gel using chloroform as the elution agent, the residue gives 7-(1-aminoethyl)-5-(o-fluorophenyl)-1,3-dihydro-1,3,3-trimethyl-2H-1,4-benzodiazepin-2-one as a foam of melting point 50°-51°.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe solvent is concentrated in vacuo
  3. filtrationAfter filtration over 50 g of silica gel

Sources & evidence

ORD record
ord-4a6cafddca0649abaf8e01dfa53f6ac7
Source dataset
uspto-grants-1982_04
Patent number
US04327026

Reaction notes

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