Water → (4-Chloropyrimidin-2-yl)methanol

HRID 386088Notes

Reaction equation

HRID 386088 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]=[O:9])[N:3]=1.[BH4-].[Na+].O>CO>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][OH:9])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 513419564-Chloropyrimidine-2-carbaldehyde

Product 1

HCID 55273715(4-Chloropyrimidin-2-yl)methanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

4-Chloropyrimidine-2-carbaldehyde (4.53 g, 31.8 mmol) was taken up in MeOH (65 mL) and cooled to 0° C. NaBH4 (1.262 g, 33.4 mmol) was added and the mixture stirred at 0° C. for 90 minutes. Water was added and the reaction mixture was extracted with CHCl3 (3×).

Workup

  1. extractionthe reaction mixture was extracted with CHCl3 (3×)

Sources & evidence

ORD record
ord-f0996da74fd5490d8922465f1bb9960b
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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