Sodium borohydride → Imidazo[1,2-b]pyridazin-6-ylmethanol

HRID 876818Notes

Reaction equation

HRID 876818 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][C:6]([C:10](OC)=[O:11])=[N:5]2.[BH4-].[Na+]>C(O)C>[N:1]1[CH:2]=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][C:6]([CH2:10][OH:11])=[N:5]2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59580147Methyl imidazo[1,2-b]pyridazine-6-carboxylate

Product 1

HCID 59580099Imidazo[1,2-b]pyridazin-6-ylmethanolYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl imidazo[1,2-b]pyridazine-6-carboxylate (1-3) (891 mg, 5.03 mmol) in ethanol (25 mL) was added NaBH4 (420 mg, 11.1 mmol) at room temperature. The suspension was stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuum. The residue was purified by chromatography on silica gel to afford the title compound (630 mg). MS (m/z): 150 (M+1)+

Workup

  1. concentrationThe reaction mixture was concentrated in vacuum
  2. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-dedf1f7be56c484f8cb522ca99d6064e
Source dataset
uspto-grants-2015_03
Patent number
US08987269B2

Reaction notes

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