Sodium borohydride → (2-Fluoro-4-iodopyridin-3-yl)methanol

HRID 1635074Notes

Reaction equation

HRID 1635074 reaction equation
[BH4-].[Na+].[F:3][C:4]1[C:9]([CH:10]=[O:11])=[C:8]([I:12])[CH:7]=[CH:6][N:5]=1>O1CCCC1>[F:3][C:4]1[C:9]([CH2:10][OH:11])=[C:8]([I:12])[CH:7]=[CH:6][N:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 99923282-Fluoro-4-iodopyridine-3-carbaldehyde

Product 1

HCID 11021396(2-Fluoro-4-iodopyridin-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.72 g (19.2 mmol) of sodium borohydride is added to a solution of 4 g (16 mmol) of 2-fluoro-4-iodo-3-pyridinecarbaldehyde (described in J.O.C., 1993, 58, pp.7832) in 100 ml of tetrahydrofuran. The mixture is stirred at room temperature for 4 hours and then hydrolysed. The reaction mixture is extracted with ethyl acetate. The organic phases are dried and concentrated to yield the expected product.

Workup

  1. extractionThe reaction mixture is extracted with ethyl acetate
  2. customThe organic phases are dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f88a3a889058450d9a1fa760030c2add
Source dataset
uspto-grants-2003_01
Patent number
US06509345B2

Reaction notes

Loading…