Sodium borohydride → HCID 83854097, compound

HRID 2401210Notes

Reaction equation

HRID 2401210 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8](=[O:10])[CH3:9])[C:3]=1[CH3:11].[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([CH:8]([OH:10])[CH3:9])[C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 83854098HCID 83854098, compound2×

Product 1

HCID 83854097HCID 83854097, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(6-Chloro-5-methyl-4-pyrimidinyl)ethanone (Intermediate 43, 500 mg, 2.93 mmol) was dissolved in ethanol (10.0 mL), treated with sodium borohydride (111 mg, 2.93 mmol) and the resulting mixture was stirred at room temperature under argon for 2 hours. The solvent was removed under reduced pressure and the residue was diluted with water and extracted with ethyl acetate (×3). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure to give the title compound as a white crude solid (380 mg) which was used without further purification;

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was diluted with water
  3. extractionextracted with ethyl acetate (×3)
  4. customdried under magnesium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-0070705b2e1b49bcbe7e41f255bf6ff3
Source dataset
uspto-grants-2014_08
Patent number
US08796283B2

Reaction notes

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