HCID 69084916, compound → HCID 69082772, compound

HRID 594395Notes

Reaction equation

HRID 594395 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[N:15]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=2)[C:14](=[O:28])[CH2:13][CH2:12][CH:11]=1)[CH3:2]>CCO.O=[Pt]=O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[N:15]([CH2:16][C:17]2[CH:18]=[CH:19][C:20]([O:23][C:24]([F:25])([F:26])[F:27])=[CH:21][CH:22]=2)[C:14](=[O:28])[CH2:13][CH2:12][CH2:11]1)[CH3:2]

Participants

4

Reactant 1

HCID 69084916HCID 69084916, compound

Product 1

HCID 69082772HCID 69082772, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 6-(2-ethoxyphenyl)-1-(4-(trifluoromethoxy)benzyl)-3,4-dihydropyridin-2(1H)-one (11 mg; 0.028 mmol) and PtO2 (10 mg) in anh. EtOH (1 ml), under hydrogen (60 bars), was heated to 50° C. for 17 h. After cooling to rt, the mixture was filtered over celite, and the filtrate was concentrated to dryness under reduced pressure affording 6-(2-ethoxyphenyl)-1-(4-(trifluoromethoxy)benzyl)piperidin-2-one. LC-MS (conditions E): tR=0.82 min.; [M+H]+: 394.22 g/mol.

Workup

  1. temperatureAfter cooling to rt
  2. filtrationthe mixture was filtered over celite
  3. concentrationthe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-2debdb7fbb584cd0aa8b5d155e21e35b
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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