Sodium borohydride → HCID 59587977, compound

HRID 40733Notes

Reaction equation

HRID 40733 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([N:14]3[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]3)[CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:4][N:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([N:14]3[CH2:15][CH2:16][CH:17]([OH:20])[CH2:18][CH2:19]3)[CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 866478711-(3-(2-Chloropyrimidin-4-yl)phenyl)piperidin-4-one

Product 1

HCID 59587977HCID 59587977, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 0° C. solution of 1-(3-(2-chloropyrimidin-4-yl)phenyl)piperidin-4-one (200 mg, 0.7 mmol) in methanol (5 mL) was added NaBH4 (53 mg, 1.4 mmol). The reaction mixture was warmed to room temperature and monitored by TLC analysis. When the starting material had been consumed, the reaction was quenched with water and diluted with EtOAc. The layers were separated, and the organics were dried (MgSO4) and concentrated to give 1-(3-(2-chloropyrimidin-4-yl)phenyl)piperidin-4-ol.

Workup

  1. customWhen the starting material had been consumed
  2. customthe reaction was quenched with water
  3. additiondiluted with EtOAc
  4. customThe layers were separated
  5. dry with materialthe organics were dried (MgSO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ca1c97d325984f88bbfb8021e0b48332
Source dataset
uspto-grants-2013_09
Patent number
US08530480B2

Reaction notes

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