Sodium borohydride → 1-(2-Aminopyridin-4-yl)ethanol

HRID 1916808

반응식

HRID 1916808 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:4][N:3]=1.[BH4-].[Na+]>CO>[NH2:1][C:2]1[CH:7]=[C:6]([CH:8]([OH:10])[CH3:9])[CH:5]=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 131452581-(2-Aminopyridin-4-yl)ethan-1-one

생성물 1

HCID 179991481-(2-Aminopyridin-4-yl)ethanol수율 45.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of 1-(2-aminopyridin-4-yl)ethanone (21) (168 mg, 1.234 mmol) in MeOH (10 mL), under nitrogen at 0° C., was added sodium borohydride (46.7 mg, 1.234 mmol). The resulting reaction mixture was stirred at RT for 2 hr, and then the solvents were removed under reduced pressure. The residue was taken up into EtOAc (25 mL), and extracted with saturated aq NaHCO3 solution (30 mL) and the layers separated. The aqueous layer was extracted with EtOAc (20 mL×2), and the combined organic extracts were washed with brine (30 mL), dried and the solvents removed under reduced pressure, to give 1-(2-aminopyridin-4-yl)ethanol (22) (77 mg, 45%) as a yellow oil: m/z 139 (M+H)+ (ES+).

후처리

  1. customThe resulting reaction mixture
  2. customthe solvents were removed under reduced pressure
  3. extractionextracted with saturated aq NaHCO3 solution (30 mL)
  4. customthe layers separated
  5. extractionThe aqueous layer was extracted with EtOAc (20 mL×2)
  6. washthe combined organic extracts were washed with brine (30 mL)
  7. customdried
  8. customthe solvents removed under reduced pressure

출처 및 근거

ORD 기록
ord-b8d9497fde23420f91443ef216f526a3
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618140B2

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