HCID 67520356, compound → HCID 63163866, compound

HRID 2115900Notes

Reaction equation

HRID 2115900 reaction equation
[CH3:1][N:2]([CH3:21])[C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2[N+:18]([O-])=O)[CH2:4]1>CO.[Pd]>[NH2:18][C:9]1[CH:10]=[C:11]([C:14]([F:15])([F:16])[F:17])[CH:12]=[CH:13][C:8]=1[N:5]1[CH2:6][CH2:7][CH:3]([N:2]([CH3:21])[CH3:1])[CH2:4]1

Participants

4

Reactant 1

HCID 67520356HCID 67520356, compound

Product 1

HCID 63163866HCID 63163866, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (R)-N,N-dimethyl-1-(2-nitro-4-(trifluoromethyl)phenyl)pyrrolidin-3-amine (1.75 g, 5.77 mmol) in MeOH (60 mL) was added 10% Pd/C (0.30 g, 0.29 mmol). H2 gas was bubbled through the solution for 5 minutes, and the reaction was stirred at RT under an atmosphere of H2 gas. The reaction was monitored by LCMS for disappearance of starting material and formation of product. The mixture was filtered through celite with MeOH, and concentrated to afford the product as an orange/red oil.

Workup

  1. customH2 gas was bubbled through the solution for 5 minutes
  2. filtrationThe mixture was filtered through celite with MeOH
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-d1c702a516e247c9a5a40ae2b5c1c17f
Source dataset
uspto-grants-2008_10
Patent number
US07435823B2

Reaction notes

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