HCID 86679676, compound → HCID 86679678, compound

HRID 577751Notes

Reaction equation

HRID 577751 reaction equation
C([N:8]1[CH2:12][C@@H:11]([N+:13]([O-])=O)[C@H:10]([CH:16]([F:18])[F:17])[CH2:9]1)C1C=CC=CC=1>CO>[F:17][CH:16]([F:18])[C@@H:10]1[CH2:9][NH:8][CH2:12][C@H:11]1[NH2:13]

Participants

3

Reactant 1

HCID 86679676HCID 86679676, compound

Product 1

HCID 86679678HCID 86679678, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of trans-1-benzyl-3-(difluoromethyl)-4-nitropyrrolidine (25 g, 0.097 mol) and Pd (OH)2/C (4 g) in MeOH (200 mL) was placed under a hydrogen atmosphere (50 psi) at rt overnight. The mixture was filtered to yield trans-4-(difluoromethyl)pyrrolidin-3-amine in solution. Boc2O was added at 0° C. and the resulting mixture was stirred at 0° C. for 4 hrs, then concentrated and purified by column chromatography (100% EtOAc) to give the title compound (14 g, 61% yield) as a yellow oil.

Workup

  1. customat rt
  2. customovernight
  3. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-6335b70ee76247609623d3035df3e05d
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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