[1-(2-Fluoro-4-nitro-phenyl)-pyrrolidin-2-ylmethyl]-dimethyl-amine → 4-(2-Dimethylaminomethyl-pyrrolidin-1-yl)-3-fluoro-phenylamine

HRID 2236512Notes

Reaction equation

HRID 2236512 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[CH2:16][N:17]([CH3:19])[CH3:18]>CO.[Pd]>[CH3:19][N:17]([CH2:16][CH:12]1[CH2:13][CH2:14][CH2:15][N:11]1[C:3]1[CH:4]=[CH:5][C:6]([NH2:8])=[CH:7][C:2]=1[F:1])[CH3:18]

Participants

4

Reactant 1

HCID 59300313[1-(2-Fluoro-4-nitro-phenyl)-pyrrolidin-2-ylmethyl]-dimethyl-amine

Product 1

HCID 592998344-(2-Dimethylaminomethyl-pyrrolidin-1-yl)-3-fluoro-phenylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

[1-(2-Fluoro-4-nitro-phenyl)-pyrrolidin-2-ylmethyl]-dimethyl-amine (77 mg, 0.29 mmol) and Pd/C (16 mg, 10% weight) is shaken under H2 (50 psi) in MeOH overnight. After filtrating the Pd/C, the MeOH is removed and the residue obtained (65 mg, 95%) is directly employed in the next step.

Workup

  1. filtrationAfter filtrating the Pd/C
  2. customthe MeOH is removed
  3. customthe residue obtained (65 mg, 95%)

Sources & evidence

ORD record
ord-72326215d24742ad93850770abb4208c
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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