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2,6-Dimethylmorpholine, cis- → N-{6-Bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazol-4-yl}-2-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3-thiazole-4-carboxamide

HRID 1695738
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HRID 1695738 반응식
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.[Br:9][C:10]1[CH:18]=[C:17]2[C:13]([CH:14]=[N:15][N:16]2[S:19]([C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[C:12]([NH:29][C:30]([C:32]2[N:33]=[C:34]([CH2:37]Cl)[S:35][CH:36]=2)=[O:31])[CH:11]=1>C(#N)C>[Br:9][C:10]1[CH:18]=[C:17]2[C:13]([CH:14]=[N:15][N:16]2[S:19]([C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[C:12]([NH:29][C:30]([C:32]2[N:33]=[C:34]([CH2:37][N:4]3[CH2:5][C@H:6]([CH3:8])[O:7][C@H:2]([CH3:1])[CH2:3]3)[S:35][CH:36]=2)=[O:31])[CH:11]=1
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반응물 2

HCID 6415002,6-Dimethylmorpholine, cis-HCID 58255773N-{6-Bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazol-4-yl}-2-(chloromethyl)-1,3-thiazole-4-carboxamide

생성물 1

HCID 58255797N-{6-Bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazol-4-yl}-2-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3-thiazole-4-carboxamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Acetonitrile (15 mL) and (2R,6S)-2,6-dimethylmorpholine (1.4 ml) were added to N-{6-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indazol-4-yl}-2-(chloromethyl)-1,3-thiazole-4-carboxamide (2 g) and the reaction mixture was refluxed for 3 h. On cooling a solid precipitated. The mixture was diluted with acetonitrile (15 ml) and the solid was collected by filtration, washing with acetonitrile. The solid was dried on the vacuum pump overnight to give title compound (1.86 g).

후처리

  1. temperaturethe reaction mixture was refluxed for 3 h
  2. temperatureOn cooling a solid
  3. customprecipitated
  4. additionThe mixture was diluted with acetonitrile (15 ml)
  5. filtrationthe solid was collected by filtration
  6. washwashing with acetonitrile
  7. customThe solid was dried on the vacuum

출처 및 근거

ORD 기록
ord-55b25909ccc740d9bfcccb23b84fbbf1
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163743B2

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