Methanol → HCID 118207457, compound

HRID 1507195Notes

Reaction equation

HRID 1507195 reaction equation
[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]([CH2:7][N:8]2[CH2:12][CH2:11][CH:10]([N:13]3[CH2:18][CH2:17][C:16]([C:19]4[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=4)=[CH:15][CH2:14]3)[C:9]2=[O:27])=[CH:5][CH:4]=1.CO>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH2:12][CH2:11][CH:10]([N:13]3[CH2:18][CH2:17][CH:16]([C:19]4[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=4)[CH2:15][CH2:14]3)[C:9]2=[O:27])=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 118207584HCID 118207584, compound

Product 1

HCID 118207457HCID 118207457, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(4-methoxybenzyl)-3-(4-(4-methoxyphenyl)-5,6-dihydropyridin-1(2H)-yl)pyrrolidin-2-one (G) (400 mg, 1.02 mmol), MeOH (4 ml) and ethanol (8 ml) was flushed with nitrogen, followed by the addition of 10% Pd/C (108 mg). Then the mixture was stirred overnight at rt and 25 psi hydrogen pressure. The catalyst was removed by filtration through Celite and the filtrate was concentrated under vacuum. Yield: 400 mg. LCMS (method F) RT 2.36 min, m/z 395.2 (MH+).

Workup

  1. customwas flushed with nitrogen
  2. additionfollowed by the addition of 10% Pd/C (108 mg)
  3. customThe catalyst was removed by filtration through Celite
  4. concentrationthe filtrate was concentrated under vacuum
  5. customLCMS (method F) RT 2.36 min, m/z 395.2 (MH+)

Sources & evidence

ORD record
ord-96f026722db94fee8763193267fb874f
Source dataset
uspto-grants-2015_12
Patent number
US09221796B2

Reaction notes

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