Methanol → HCID 67957429, compound

HRID 1189694Notes

Reaction equation

HRID 1189694 reaction equation
[F:1][C:2]([F:35])([F:34])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:33])[C:12]2[CH:17]=[C:16]([N+:18]([O-])=O)[C:15]([NH:21][CH2:22][C:23]([OH:26])([CH3:25])[CH3:24])=[CH:14][C:13]=2[N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[CH:6][CH:5]=1.CO>[Pd].C1COCC1>[F:35][C:2]([F:1])([F:34])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:33])[C:12]2[CH:17]=[C:16]([NH2:18])[C:15]([NH:21][CH2:22][C:23]([OH:26])([CH3:25])[CH3:24])=[CH:14][C:13]=2[N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 67957327HCID 67957327, compound

Product 1

HCID 67957429HCID 67957429, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-(4-trifluoromethoxyphenyl)-2-(morpholinyl)-4-(2-hydroxy-2-methyl-propylamino)-5-nitro-benzoic acid amide (100 mg, 0.20 mmol), Pd/C (50 mg), MeOH (3.5 mL) and THF (10 mL) is stirred under 4 bar H2-atmosphere overnight. The mixture is filtered, and the filtrate is concentrated. Yield: 94 mg. HPLC Rt=1.36 min (method H). MS m/z: 468 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-70492cb2fd01400c80e01eacbaa33e79
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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