HCID 69081417, compound → HCID 69083694, compound

HRID 594366Notes

Reaction equation

HRID 594366 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15]C)[C:10]=1[CH:17]1[N:22]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][C:31]([F:34])([F:33])[F:32])=[CH:26][CH:25]=2)[C:21](=[O:35])[CH:20]=[CH:19][CH2:18]1)C1C=CC=CC=1>CCO>[OH:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH3:1])[C:10]=1[CH:17]1[N:22]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][C:31]([F:34])([F:32])[F:33])=[CH:26][CH:25]=2)[C:21](=[O:35])[CH2:20][CH2:19][CH2:18]1

Participants

3

Reactant 1

HCID 69081417HCID 69081417, compound

Product 1

HCID 69083694HCID 69083694, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-(2-(benzyloxy)-6-methoxyphenyl)-1-(4-(trifluoromethoxy)benzyl)-5,6-dihydropyridin-2(1H)-one (313 mg; 0.64 mmol), and 10% Pd(C) (300 mg) in anh. EtOH (20 ml) was stirred at rt, under hydrogen atmosphere (1 atm), for 17 h. Filtration over a pad of celite, concentration to dryness under reduced pressure, and additional drying under HV afforded 6-(2-hydroxy-6-methoxyphenyl)-1-(4-(trifluoromethoxy)benzyl)piperidin-2-one as a grey solid. LC-MS (conditions E): tR=0.73 min.; [M+H]+: 396.24 g/mol.

Workup

  1. filtrationFiltration
  2. concentrationover a pad of celite, concentration to dryness under reduced pressure
  3. customadditional drying under HV

Sources & evidence

ORD record
ord-2db02c6e66fa455195fec82f7d03b894
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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