Sodium Bicarbonate → 1-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

HRID 2823

반응식

HRID 2823 반응식
[C:1]([C:4]1[S:8][C:7]([CH3:9])=[N:6][C:5]=1[CH3:10])(=[O:3])[CH3:2].[Li][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.C(=O)([O-])O.[Na+]>C(OCC)C>[CH3:9][C:7]1[S:8][C:4]([C:1]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)([OH:3])[CH3:2])=[C:5]([CH3:10])[N:6]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 5208882,4-Dimethyl-5-acetylthiazoleHCID 178418470HCID 178418470, 화합물

생성물 1

HCID 189363201-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

5-Acetyl-2,4-dimethylthiazole (2.5 g) in dry diethylether (10 ml) was added dropwise to a stirred solution of 3-lithiopyridine (from 3.5 g 3-bromopyridine) in diethylether at -70° C. After 3 hours the mixture was allowed to warm to room temperature. After a further 1 hour, aqueous sodium hydrogen carbonate was added and the organic layer was separated. The aqueous layer was extracted with diethylether. The material obtained from the combined organic layers was purified by flash chromatography to give the title compound, m.p. 107.5°-109° C.

후처리

  1. waitAfter a further 1 hour
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with diethylether
  4. customThe material obtained from the combined organic layers
  5. customwas purified by flash chromatography

출처 및 근거

ORD 기록
ord-64a5fb908811427eb165211883741e3d
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731335

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