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

HRID 402511

反応式

HRID 402511 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
27 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1835680b8e5e4078a7d45ff6eb06ff2d
出典データセット
uspto-grants-2014_06
特許番号
US08742117B2

関連ノート

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