Sodium borohydride → HCID 59205176, compound

HRID 1712102Notes

Reaction equation

HRID 1712102 reaction equation
[OH:1][CH:2]1[C:6]2[CH:7]=[N:8][CH:9]=[CH:10][C:5]=2[CH:4]([C:11]2[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=2)[C:14]#[N:15])[O:3]1.[BH4-].[Na+]>C(O)C.C(OCC)(=O)C>[OH:3][CH:4]([C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[CH2:2][OH:1])[C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[C:14]#[N:15]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 59205198HCID 59205198, compound

Product 1

HCID 59205176HCID 59205176, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-(3-Hydroxy-1,3-dihydro-furo[3,4-c]pyridin-1-yl)-benzonitrile (110 mg) was dissolved in ethanol (5 mL) and then treated with sodium borohydride (51 mg). The reaction mixture was stirred for 1 hour, diluted with ethyl acetate and washed with brine. The organic layer was dried over sodium sulfate, concentrated, and the residue purified by flash chromatography to yield 3-[hydroxy-(3-hydroxymethyl-pyridin-4-yl)-methyl]-benzonitrile as a colorless foam.

Workup

  1. washwashed with brine
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated
  4. customthe residue purified by flash chromatography

Sources & evidence

ORD record
ord-97a963cd32f448cd898fbd1c0fe58a54
Source dataset
uspto-grants-2010_09
Patent number
US07790895B2

Reaction notes

Loading…