Sodium borohydride → HCID 67305210, compound

HRID 1890588Notes

Reaction equation

HRID 1890588 reaction equation
[N:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=[O:12].[BH4-].[Na+]>CO.C1COCC1>[N:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][OH:12]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 115863361,5-Naphthyridine-2-carbaldehyde

Product 1

HCID 67305210HCID 67305210, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1,5-naphthyridine-2-carbaldehyde (8-3) (1.0 g, 6.32 mmol) in MeOH (15 mL) and THF (15 mL) was added NaBH4 (84 mg, 2.21 mmol). The reaction mixture was stirred at 0° C. for 0.5 h. The mixture was concentrated and purified by chromatography on silica gel to afford the title compound (790 mg).

Workup

  1. concentrationThe mixture was concentrated
  2. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-2ce50f4f79bb41e9a6fec590cc01ede6
Source dataset
uspto-grants-2013_08
Patent number
US08507487B2

Reaction notes

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