Diisopropylethylamine → 5-(1-(6-Chloro-5-methylpyrimidin-4-yl)piperidin-4-yl)-3-isopropyl-1,2,4-oxadiazole

HRID 402511

반응식

HRID 402511 반응식
Cl.[CH:2]([C:5]1[N:9]=[C:8]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[O:7][N:6]=1)([CH3:4])[CH3:3].C(N(C(C)C)CC)(C)C.[Cl:25][C:26]1[C:31]([CH3:32])=[C:30](Cl)[N:29]=[CH:28][N:27]=1>ClCCl>[Cl:25][C:26]1[N:27]=[CH:28][N:29]=[C:30]([N:13]2[CH2:14][CH2:15][CH:10]([C:8]3[O:7][N:6]=[C:5]([CH:2]([CH3:4])[CH3:3])[N:9]=3)[CH2:11][CH2:12]2)[C:31]=1[CH3:32]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 8188604,6-Dichloro-5-methylpyrimidineHCID 534008274-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidine hydrochloride

생성물 1

HCID 866616115-(1-(6-Chloro-5-methylpyrimidin-4-yl)piperidin-4-yl)-3-isopropyl-1,2,4-oxadiazole수율 43%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

반응 조건

온도
27 °C

실험 절차

A solution of 4-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine hydrochloride (2.0 gm, 0.008369 moles) and diisopropylethylamine (2.78 gm, 0.0215 moles) in dichloromethane (30 ml) was added to an ice-cooled solution of 4,6-dichloro-5-methylpyrimidine (2.1 gm, 0.001295 moles) in dichloromethane (10 ml) and the reaction was stirred at 27° C. for 2 h. The reaction mixture was diluted with dichloromethane and washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The crude was purified by flash column chromatography (silica gel, 15% ethyl acetate in hexane) to afford the title compound as a white solid (43% yield).

후처리

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. customevaporated under reduced pressure
  4. customThe crude was purified by flash column chromatography (silica gel, 15% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-1835680b8e5e4078a7d45ff6eb06ff2d
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742117B2

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