Acetone → HCID 22248556, compound

HRID 914882Notes

Reaction equation

HRID 914882 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:24])[CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[C:18](=[O:23])[NH:19][CH:20]=[CH:21][N:22]=2)[CH2:12][CH2:11]1.[BH4-].[Na+].CC(C)=O>CO>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([OH:24])[CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[C:18](=[O:23])[NH:19][CH:20]=[CH:21][N:22]=2)[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 4311764Sodium borohydrideHCID 22247927HCID 22247927, compound

Product 1

HCID 22248556HCID 22248556, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After dissolving 217 mg of 3-[4-[2-(2-fluorophenyl)-2-oxoethyl]piperidino]methyl-1H-pyrazin-2-one in 30 ml of methanol, 25 mg of sodium borohydride was added while stirring on ice, and the stirring was continued for 1 hour. Acetone was added to the reaction solution and the mixture was concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: ethyl acetate/methanol) to obtain the title compound (179 mg, 82% yield).

Workup

  1. additionwas added
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customThe residue was purified by NH silica gel column chromatography (solvent: ethyl acetate/methanol)

Sources & evidence

ORD record
ord-e71f5e4733f5454983debf16c714978f
Source dataset
uspto-grants-2007_09
Patent number
US07265108B2

Reaction notes

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