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

HRID 1619440

반응식

HRID 1619440 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
30 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2596b292049147a481c0de98949b0136
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772302B2

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