Tetrahydrofuran → N-(3,3,3-Trifluoro-propyl)-2-[3-trifluoromethyl-piperidinyl]-4-methylamino-5-amino-benzoic acid amide

HRID 1189664Notes

Reaction equation

HRID 1189664 reaction equation
[F:1][C:2]([F:30])([F:29])[CH2:3][CH2:4][NH:5][C:6](=[O:28])[C:7]1[CH:12]=[C:11]([N+:13]([O-])=O)[C:10]([NH:16][CH3:17])=[CH:9][C:8]=1[N:18]1[CH2:23][CH2:22][CH2:21][CH:20]([C:24]([F:27])([F:26])[F:25])[CH2:19]1.C1COCC1>[Pd].CO>[F:30][C:2]([F:1])([F:29])[CH2:3][CH2:4][NH:5][C:6](=[O:28])[C:7]1[CH:12]=[C:11]([NH2:13])[C:10]([NH:16][CH3:17])=[CH:9][C:8]=1[N:18]1[CH2:23][CH2:22][CH2:21][CH:20]([C:24]([F:27])([F:26])[F:25])[CH2:19]1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 86666474N-(3,3,3-trifluoro-propyl)-2-[3-trifluoromethyl-piperidinyl]-4-methylamino-5-nitro-benzoic acid amide

Product 1

HCID 86666473N-(3,3,3-Trifluoro-propyl)-2-[3-trifluoromethyl-piperidinyl]-4-methylamino-5-amino-benzoic acid amide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-(3,3,3-trifluoro-propyl)-2-[3-trifluoromethyl-piperidinyl]-4-methylamino-5-nitro-benzoic acid amide (100 mg, 0.22 mmol), Pd/C (10 mg), THF (5 mL) and MeOH (15 mL) is stirred under 3 bar H2-atmosphere overnight. The mixture is filtered, and the filtrate is concentrated.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-4e65dc4f515a4877b3b9c26d79663cae
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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