Sodium borohydride → [6-(1H-pyrazol-1-yl)pyridin-2-yl]methanol

HRID 594257노트

반응식

HRID 594257 반응식
[N:1]1([C:6]2[N:11]=[C:10]([C:12](OC)=[O:13])[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[BH4-].[Na+]>CCO>[N:1]1([C:6]2[N:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 69083337methyl 6-(1H-pyrazol-1-yl)picolinate

생성물 1

HCID 62255710[6-(1H-pyrazol-1-yl)pyridin-2-yl]methanol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of methyl 6-(1H-pyrazol-1-yl)picolinate (476 mg; 2.34 mmol) in anh. EtOH (10 ml) was treated with NaBH4 (443 mg; 11.71 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 16 h. After concentration to dryness under reduced pressure, the resulting residue was treated with water, and extracted with DCM. The organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=20/1) afforded (6-(1H-pyrazol-1-yl)pyridin-2-yl)methanol as a colorless oil. LC-MS (conditions A): tR=0.45 min.; [M+H]+: 176.11 g/mol.

후처리

  1. concentrationAfter concentration to dryness under reduced pressure
  2. additionthe resulting residue was treated with water
  3. extractionextracted with DCM
  4. dry with materialThe organic layer was then dried over anh. MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure
  7. customPurification by FC (DCM/MeOH=20/1)

출처 및 근거

ORD 기록
ord-d7b4b80dd7704ef3b67d027a57c261bc
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242970B2

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