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Ethanol → (4-Chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)pyrazol-1-yl]-9H-purin-6-yl}-amine

HRID 524550
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HRID 524550 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C:8]#[C:9][C:10](=O)[CH3:11].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21]2[N:29]=[C:28]([NH:30][NH2:31])[N:27]=[C:26]3[C:22]=2[N:23]=[CH:24][N:25]3[CH3:32])=[CH:16][CH:15]=1.[CH2:33](O)C>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21]2[N:29]=[C:28]([N:30]3[C:9]([CH2:8][O:7][CH:2]4[CH2:3][CH2:4][CH2:5][CH2:6][O:1]4)=[CH:10][C:11]([CH3:33])=[N:31]3)[N:27]=[C:26]3[C:22]=2[N:23]=[CH:24][N:25]3[CH3:32])=[CH:16][CH:15]=1
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참가 물질

4

반응물 3

HCID 702EthanolHCID 59293633(4-Chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)amineHCID 666163024-(Tetrahydro-pyran-2-yloxy)-but-3-yn-2-one

생성물 1

HCID 59322258(4-Chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)pyrazol-1-yl]-9H-purin-6-yl}-amine수율 12%

실험 절차

4-(Tetrahydro-pyran-2-yloxy)-but-3-yn-2-on (824 mg, 4.5 mmol) and (4-chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)-amine (1.5 g, 5.2 mmol) were dissolved in ethanol (30 mL) and heated at reflux for 24 hours. The reaction mixture was concentrated in vacuo. The crude product was purified by flash chromatography (dichloromethane/methanol/ammonia) to give (4-chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)-pyrazol-1-yl]-9H-purin-6-yl}-amine (240 mg, 12%) as an yellow foam.

후처리

  1. temperatureheated
  2. temperatureat reflux for 24 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customThe crude product was purified by flash chromatography (dichloromethane/methanol/ammonia)

출처 및 근거

ORD 기록
ord-1e3c51b7508942e8b0416dda08beb94d
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340544B2

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