Sodium borohydride → HCID 90414955, compound

HRID 2271465Notes

Reaction equation

HRID 2271465 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([CH2:17]O)[C:11]([CH3:16])=[N:12][C:13]=2[O:14][CH3:15])[CH:5]=[CH:6][CH:7]=1.[Cl:19]C1C=C(C2C(OC)=NC(C)=C(C=2)C=O)C=CC=1.[BH4-].[Na+]>CO>[Cl:19][CH2:17][C:10]1[C:11]([CH3:16])=[N:12][C:13]([O:14][CH3:15])=[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 4311764Sodium borohydrideHCID 90414992HCID 90414992, compoundHCID 90417387HCID 90417387, compound

Product 1

HCID 90414955HCID 90414955, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(5-(3-Chlorophenyl)-6-methoxy-2-methylpyridin-3-yl)methanol. To a solution of 5-(3-chlorophenyl)-6-methoxy-2-methylnicotinaldehyde (350 mg, 1.34 mmol) in methanol (3 mL) was added sodium borohydride (52 mg, 1.3 mmol). The solution was stirred at room temperature for 20 minutes then concentrated under reduced pressure. Purification (FCC, SiO2, 0-50%, EtOAc/hexanes) afforded the title compound (322 mg, 91%). [M+H]=264.06.

Workup

  1. concentrationthen concentrated under reduced pressure
  2. customPurification (FCC, SiO2, 0-50%, EtOAc/hexanes)

Sources & evidence

ORD record
ord-cf4d3efdc5e34c63b057f758a017e8c8
Source dataset
uspto-grants-2015_09
Patent number
US09120770B2

Reaction notes

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