(4-Boc-piperazin-1-yl)-(3-nitro-5-trifluoromethyl-phenyl)-methanone → HCID 21959496, compound

HRID 1446705Notes

Reaction equation

HRID 1446705 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:28])[C:15]2[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([N+:25]([O-])=O)[CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:28])[C:15]2[CH:20]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:18]=[C:17]([NH2:25])[CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 21959536(4-Boc-piperazin-1-yl)-(3-nitro-5-trifluoromethyl-phenyl)-methanone

Product 1

HCID 21959496HCID 21959496, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogentate 4-(3-nitro-5-trifluoromethyl-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester (4.8 g, 11.9 mmol) in MeOH (120 mL) with 10% Pd on activated carbon (400 mg) at room temperature for 3 hours. Filter and concentrate into a white solid as the title compound (3.94 g, 10.55 mmol, 89%). MS (ES), m/z 372 (M−1). Use in the next step without purification.

Workup

  1. filtrationFilter

Sources & evidence

ORD record
ord-dc1e37d07f2042cf9e9b089565a8512b
Source dataset
uspto-grants-2010_02
Patent number
US07666879B2

Reaction notes

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