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

HRID 1619440

反応式

HRID 1619440 の反応式
CC(C)([O-])C.[K+].[CH:7]([C:10]1[N:14]=[C:13]([N:15]2[CH2:20][CH2:19][CH:18]([OH:21])[CH2:17][CH2:16]2)[O:12][N:11]=1)([CH3:9])[CH3:8].[Cl:22][C:23]1[C:28]([CH3:29])=[C:27](Cl)[N:26]=[CH:25][N:24]=1>C1COCC1>[Cl:22][C:23]1[N:24]=[CH:25][N:26]=[C:27]([O:21][CH:18]2[CH2:17][CH2:16][N:15]([C:13]3[O:12][N:11]=[C:10]([CH:7]([CH3:9])[CH3:8])[N:14]=3)[CH2:20][CH2:19]2)[C:28]=1[CH3:29]

参加物

5

反応物 3

HCID 8188604,6-Dichloro-5-methylpyrimidineHCID 218977441-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidin-4-OLHCID 23665647Potassium tert-butoxide

生成物 1

HCID 865973665-(4-(6-Chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole収率 62.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
30 °C

実験手順

Potassium tert-butoxide (478 mg, 0.00426 moles) was added to a solution of 1-(3-iso-propyl-1,2,4-oxadiazol-5-yl)piperidin-4-ol (0.9 gm, 0.00426 moles) and 4,6-dichloro-5-methylpyrimidine (690 mg, 0.00426 moles) in dry THF (30 ml) at 0° C. and the reaction mixture was stirred for 20 hours at 30° C. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The organic extract was successively washed with water & brine, dried over sodium sulfate and evaporated under reduced pressure to yield 900 mg product as off white solid.

後処理

  1. additionThe reaction mixture was poured into ice cold water
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas successively washed with water & brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-2596b292049147a481c0de98949b0136
出典データセット
uspto-grants-2014_07
特許番号
US08772302B2

関連ノート

読み込み中…