tert-Butanol → {2-[1-(2-Fluoroethyl)-1H-imidazol-4-yl]-ethyl}-carbamic Acid Tert-Butyl Ester

HRID 2355051노트

반응식

HRID 2355051 반응식
[F:1][CH2:2][CH2:3][N+:4]1[CH:12]=[C:11]2[N:6]([C:7](=[O:13])[NH:8][CH2:9][CH2:10]2)[CH:5]=1.CCN(C(C)C)C(C)C.[C:23]([OH:27])([CH3:26])([CH3:25])[CH3:24]>>[C:23]([O:27][C:7](=[O:13])[NH:8][CH2:9][CH2:10][C:11]1[N:6]=[CH:5][N:4]([CH2:3][CH2:2][F:1])[CH:12]=1)([CH3:26])([CH3:25])[CH3:24]

참가 물질

4

반응물 3

HCID 6386tert-ButanolHCID 81531DiisopropylethylamineHCID 866258242-(2-Fluoro-ethyl)-5-oxo-5,6,7,8-tetrahydro-imidazo[1,5-c]pyrimidin-2-ium

생성물 1

HCID 59383118{2-[1-(2-Fluoroethyl)-1H-imidazol-4-yl]-ethyl}-carbamic Acid Tert-Butyl Ester수율 39%

실험 절차

To a warmed (30° C.) suspension of 2-(2-fluoro-ethyl)-5-oxo-5,6,7,8-tetrahydro-imidazo[1,5-c]pyrimidin-2-ium (1.01 g, 3.82 mmol) in t-butanol (38 ml), was added Hunig's base (1.33 ml, 7.64 mmol) and the mixture heated to reflux under an inert atmosphere for 1.5 h. The mixture was cooled and the solvent evaporated to a yellow semi-solid, which was triterated with dichloromethane. The solid was filtered off and the filtrate purified by silica column chromatography, to yield a colourless solid (0.384 g, 39%).

후처리

  1. temperatureTo a warmed
  2. temperaturethe mixture heated
  3. temperatureto reflux under an inert atmosphere for 1.5 h
  4. temperatureThe mixture was cooled
  5. customthe solvent evaporated to a yellow semi-solid, which
  6. filtrationThe solid was filtered off
  7. customthe filtrate purified by silica column chromatography

출처 및 근거

ORD 기록
ord-cf38698c0b614b66b14127fc7c6a06f1
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754746B2

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