Sodium borohydride → (2-(5-Methylthiazol-2-yl)pyridin-4-yl)methanol

HRID 594295노트

반응식

HRID 594295 반응식
[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][N:16]=2)[C:10](OC)=[O:11])=[N:4][CH:3]=1.[BH4-].[Na+]>CO>[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:8]=[C:9]([CH2:10][OH:11])[CH:14]=[CH:15][N:16]=2)=[N:4][CH:3]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 69082465Methyl 2-(5-methylthiazol-2-yl)isonicotinate

생성물 1

HCID 69084104(2-(5-Methylthiazol-2-yl)pyridin-4-yl)methanol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of methyl 2-(5-methylthiazol-2-yl)isonicotinate (2.390 g; 10.20 mmol) in anh. MeOH (50 ml) was treated with NaBH4 (772 mg; 20.40 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 24 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 (2-(5-methylthiazol-2-yl)pyridin-4-yl)methanol as an off-white solid. LC-MS (conditions A): tR=0.48 min.; [M+H]+: 207.05 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-86bc52013600493b9105320c39b6a968
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242970B2

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