1-(2-Chloro-4-nitro-benzyl)-pyrrolidine → 3-Chloro-4-pyrrolidin-1-ylmethyl-phenylamine

HRID 898587Notes

Reaction equation

HRID 898587 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[CH:10][C:3]=1[CH2:4][N:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1>[Ni].CO>[Cl:1][C:2]1[CH:13]=[C:12]([NH2:14])[CH:11]=[CH:10][C:3]=1[CH2:4][N:5]1[CH2:6][CH2:7][CH2:8][CH2:9]1

Participants

4

Reactant 1

HCID 576632361-(2-Chloro-4-nitro-benzyl)-pyrrolidine

Product 1

HCID 287218273-Chloro-4-pyrrolidin-1-ylmethyl-phenylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1.00 g (4.155 mmol) 1-(2-chloro-4-nitro-benzyl)-pyrrolidine (140a) and 100 mg Raney nickel in 30 mL MeOH were hydrogenated at RT and 10 psi. The catalyst was filtered off and the filtrate evaporated down i. vac.

Workup

  1. customwere hydrogenated at RT
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated down i

Sources & evidence

ORD record
ord-4d2e7e4ba93d4199ad52f7f75f41af8e
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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