Sodium borohydride → HCID 86695673, compound

HRID 2283253Notes

Reaction equation

HRID 2283253 reaction equation
[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:12]=2[C:13]2[O:14][CH:15]=[C:16]([C:18](=[O:20])[CH3:19])[N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:12]=2[C:13]2[O:14][CH:15]=[C:16]([CH:18]([OH:20])[CH3:19])[N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86695672HCID 86695672, compound

Product 1

HCID 86695673HCID 86695673, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(2-(3,5-diphenylpyridazin-4-yl)oxazol-4-yl)ethanone (30 mg, 0.088 mmol) in methanol (4 mL), NaBH4 (8.4 mg, 0.176 mmol) was added at 0° C. and the reaction mixture was warmed to rt and stirred for 2 h. The reaction mixture was quenched in ice cold water, extracted with ethyl acetate (25 mL). The organic layer was washed with brine (1×5 mL), dried over Na2SO4 and concentrated under reduced pressure to obtain the crude product which was carried further without any purification gave 1-(2-(3,5-diphenylpyridazin-4-yl)oxazol-4-yl)ethanol (30 mg)

Workup

  1. customThe reaction mixture was quenched in ice cold water
  2. extractionextracted with ethyl acetate (25 mL)
  3. washThe organic layer was washed with brine (1×5 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customto obtain the crude product which
  7. customwas carried further without any purification

Sources & evidence

ORD record
ord-5d31cc8c4f8b4db8a7043841df1806fe
Source dataset
uspto-grants-2015_09
Patent number
US09145372B2

Reaction notes

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