Sodium borohydride → HCID 58687965, compound

HRID 132848Notes

Reaction equation

HRID 132848 reaction equation
[Br:1][C:2]1[C:9]([O:10][CH3:11])=[N:8][C:7]([C:12]([F:15])([F:14])[F:13])=[C:6]([Br:16])[C:3]=1[CH:4]=[O:5].[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[C:9]([O:10][CH3:11])=[N:8][C:7]([C:12]([F:15])([F:14])[F:13])=[C:6]([Br:16])[C:3]=1[CH2:4][OH:5]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 534038503,5-Dibromo-2-methoxy-6-(trifluoromethyl)pyridine-4-carbaldehyde

Product 1

HCID 58687965HCID 58687965, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3,5-dibromo-2-methoxy-6-(trifluoromethyl)isonicotinaldehyde (980 mg, 2.7 mmol) in ethanol (10 mL) was added sodium borohydride (102 mg, 2.7 mmol). The reaction mixture was stirred for 20 min, concentrated, and the residue was purified by flash chromatography (silica gel; 50% ethyl acetate/hexanes as eluant) to yield the title compound. 1H NMR (400 MHz, CDCl3) δ 5.10 (s, 2H), 4.05 (s, 3H), 2.32 (br s, 1H).

Workup

  1. concentrationconcentrated
  2. customthe residue was purified by flash chromatography (silica gel; 50% ethyl acetate/hexanes as eluant)

Sources & evidence

ORD record
ord-6ccd91e590644054bdb496793e368843
Source dataset
uspto-grants-2008_06
Patent number
US07388019B2

Reaction notes

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