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p-Toluenesulfonic acid → 5-(1-acetyl-1H-indazol-5-yl)-2-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

HRID 923345
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HRID 923345 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([NH2:13])[NH:10][N:9]=2)=[CH:4][CH:3]=1.[C:14]([N:17]1[C:25]2[C:20](=[CH:21][C:22]([C:26](=O)[CH2:27][C:28](OCC)=[O:29])=[CH:23][CH:24]=2)[CH:19]=[N:18]1)(=[O:16])[CH3:15].CC1C=CC(S(O)(=O)=O)=CC=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:14]([N:17]1[C:25]2[C:20](=[CH:21][C:22]([C:26]3[NH:13][C:11]4[N:10]([N:9]=[C:8]([C:5]5[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=5)[N:12]=4)[C:28](=[O:29])[CH:27]=3)=[CH:23][CH:24]=2)[CH:19]=[N:18]1)(=[O:16])[CH3:15]
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5

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HCID 6101p-Toluenesulfonic acidHCID 70925488ethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoateHCID 1785082995-(4-fluorophenyl)-4H-1,2,4-triazol-3-amine

생성물 1

HCID 1784739865-(1-acetyl-1H-indazol-5-yl)-2-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

시약·촉매·용매 1

HCID 7583Diphenyl Ether용매

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온도
170 °C

실험 절차

To a solution of 3-(4-fluorophenyl)-1H-1,2,4-triazol-5-amine (120 mg, 0.67 mmol) in diphenyl ether (2 ml) was added ethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoate (650 mg, 2.36 mmol) and TsOH (5.76 mg, 0.03 mmol), and the resulting mixture was stirred for 5 h at 170° C. The reaction was then quenched by the addition of ethyl ether (8 ml). The solids were collected by filtration to afford 5-(1-acetyl-1H-indazol-5-yl)-2-(4-fluorophenyl)-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a light yellow crude solid (100 mg, crude).

후처리

  1. customThe reaction was then quenched by the addition of ethyl ether (8 ml)
  2. filtrationThe solids were collected by filtration

출처 및 근거

ORD 기록
ord-40a884b74972493a94910249bcd1c796
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278973B2

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