Water → N-[4-(2-Furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]cyclopropanecarboxamide

HRID 337493

반응식

HRID 337493 반응식
[O:1]1[CH2:6][CH2:5][CH:4]([C:7]([C:9]2[S:13][C:12]([NH2:14])=[N:11][C:10]=2[C:15]2[O:16][CH:17]=[CH:18][CH:19]=2)=[O:8])[CH2:3][CH2:2]1.[CH:20]1([C:23](Cl)=[O:24])[CH2:22][CH2:21]1.O>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[O:16]1[CH:17]=[CH:18][CH:19]=[C:15]1[C:10]1[N:11]=[C:12]([NH:14][C:23]([CH:20]2[CH2:22][CH2:21]2)=[O:24])[S:13][C:9]=1[C:7]([CH:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:8]

참가 물질

6

반응물 3

HCID 962WaterHCID 77637Cyclopropanecarbonyl chlorideHCID 866124682-Amino-4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazole

생성물 1

HCID 23144298N-[4-(2-Furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazol-2-yl]cyclopropanecarboxamide수율 65%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

반응 조건

온도
60 °C

실험 절차

Compound 454 (1.67 g, 6.00 mmol) and DMAP (36.7 mg, 0.300 mmol) were suspended in pyridine (24 mL), and cyclopropanecarbonyl chloride (1.09 mL, 12.0 mmol) was added thereto, followed by stirring at 60° C. for 90 minutes. The reaction mixture was poured into water, and the precipitated solid was collected by filtration. The resulting solid was purified through silica gel column chromatography (chloroform:methanol=99:1), followed by recrystallizing from ethanol to afford the entitled Compound 456 (1.35 g, 65%) as a white solid.

후처리

  1. filtrationthe precipitated solid was collected by filtration
  2. customThe resulting solid was purified through silica gel column chromatography (chloroform:methanol=99:1)
  3. customby recrystallizing from ethanol

출처 및 근거

ORD 기록
ord-7a68614e34fc456ca25d87f792637035
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889718B2

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