Sodium borohydride → HCID 22630832, compound

HRID 2416498Notes

Reaction equation

HRID 2416498 reaction equation
[BH4-].[Na+].[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[CH:17]=[O:18])=[CH:11][CH:10]=2)[N:4]=1>C(O)C>[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[CH2:17][OH:18])=[CH:11][CH:10]=2)[N:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22630934HCID 22630934, compound

Product 1

HCID 22630832HCID 22630832, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium borohydride (90 mg, 2.38 mmol) was added to a suspension of (2E)-3-[4-(3-pyridazinyl)phenyl]-2-propenal (400 mg, 1.90 mmol, prepared as described in Reference Example 61) in ethanol (5 mL) maintained in a room temperature water bath. After 20 min, the reaction was quenched with water (10 mL), allowed to stir for 10 min, and then concentrated to remove the ethanol. The solids were removed by filtration, washed with water, and dried in vacuo to provide 360 mg (89%) of the title compound. MS 213 (M+H)+.

Workup

  1. customthe reaction was quenched with water (10 mL)
  2. concentrationconcentrated
  3. customto remove the ethanol
  4. customThe solids were removed by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-080c5561334e415f8ff44ec257d4fe62
Source dataset
uspto-grants-2004_11
Patent number
US06825170B2

Reaction notes

Loading…