HCID 70053231, compound → HCID 20142995, compound

HRID 649269Notes

Reaction equation

HRID 649269 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[CH:12][N+:13]([O-])=O)[CH:9]([CH3:16])[N:8]=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[F:23])[C:6]=2[CH:24]=1>O1CCCC1CO.[Ni]>[NH2:13][CH2:12][CH:10]1[CH:9]([CH3:16])[N:8]=[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[C:6]2[CH:24]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[NH:11]1

Participants

4

Reactant 1

HCID 70053231HCID 70053231, compound

Product 1

HCID 20142995HCID 20142995, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 7360Tetrahydrofurfuryl alcoholSolvent

Procedure

A solution of 5.2 g (0.015 m) of 7-chloro-1,3-dihydro-5-(2-fluorophenyl)-3-methyl-2-nitromethylene-2H-1,4-benzodiazepine in 450 ml of 2:1 tetrahydrofuran-methanol was hydrogenated for 3 hrs. using a Parr apparatus, Raney nickel catalyst (3 teaspoonsful) and an initial pressure of 18 psi. The mixture was filtered and evaporated at reduced pressure to give crude 2-aminomethyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-3-methyl-1H-1,4-benzodiazepine as a yellow oil.

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-ef37cfcc1349468bacff6b93b468708a
Source dataset
uspto-grants-1988_04
Patent number
US04739049

Reaction notes

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