Sodium borohydride → HCID 22902693, compound

HRID 868993Notes

Reaction equation

HRID 868993 reaction equation
Cl.[CH3:2][C:3]1[N:4]=[CH:5][C:6]([C:10](OC)=[O:11])=[N:7][C:8]=1[CH3:9].[BH4-].[Na+]>O>[CH3:2][C:3]1[N:4]=[CH:5][C:6]([CH2:10][OH:11])=[N:7][C:8]=1[CH3:9]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 70097650HCID 70097650, compound

Product 1

HCID 22902693HCID 22902693, compoundYield 53.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of methyl 5,6-dimethylpyrazine-2-carboxylate hydrochloride (340 mg, 1.68 mmol) in water (10 mL) was added sodium borohydride (320 mg, 8.4 mmol) in 5 portions at 0° C. Then the mixture was allowed to warm to room temperature and stirred for 16 h. The solvent was then removed under reduced pressure, chloroform (30 mL) was added, the mixture was filtered, and the filtrate was concentrated under reduced pressure to give an off yellow solid (125 mg). MS (ESI): m/z 139.1 [M+H]+.

Workup

  1. customThe solvent was then removed under reduced pressure, chloroform (30 mL)
  2. additionwas added
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-53e9b652a8f240c5a28f7eb559c13629
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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