3-{4-[(3-Fluorophenyl)methoxy]phenyl}-2-methylprop-2-enamide → HCID 22476632, compound

HRID 2184351Notes

Reaction equation

HRID 2184351 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]=[C:14]([CH3:18])[C:15]([NH2:17])=[O:16])=[CH:9][CH:8]=1>CO.[Pt](=O)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH:14]([CH3:18])[C:15]([NH2:17])=[O:16])=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 692897013-{4-[(3-Fluorophenyl)methoxy]phenyl}-2-methylprop-2-enamide

Product 1

HCID 22476632HCID 22476632, compoundYield 23.8%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A solution of 50 mg of 3-[4-(3-fluoro-benzyloxy)-phenyl]-2-methyl-acrylamide in 10 ml methanol is treated with 4 mg of platinum dioxide and hydrogenated at RT and normal pressure for about 4 h. The catalyst is filtered off and the filtrate evaporated to dryness. Trituration of the residue in about 2 ml diethylether yields 12 mg (23%) of a colorless solid. MS: m/e=288.2 (M++H).

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-2be29fe727394a078651745166145c77
Source dataset
uspto-grants-2005_05
Patent number
US06900354B2

Reaction notes

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