Ethanol → [5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-(1H-pyrazol-3-yl)-amine

HRID 908201노트

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HRID 908201 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH2:12][C:13](=O)[CH3:14])[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9].BrBr.C(O)C.[NH:21]1[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH2:29])=[S:28])=[N:22]1>O1CCOCC1.C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:12]2[S:28][C:27]([NH:26][C:23]3[CH:24]=[CH:25][NH:21][N:22]=3)=[N:29][C:13]=2[CH3:14])[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9]

참가 물질

7

반응물 4

HCID 702EthanolHCID 24408BromineHCID 573512781-(3-Fluoro-4-(methylsulfonyl)phenyl)propan-2-oneHCID 178514162HCID 178514162, 화합물

생성물 1

HCID 178433124[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-(1H-pyrazol-3-yl)-amine

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 312751,4-Dioxane용매

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온도
10 °C

실험 절차

1-(3-Fluoro-4-methanesulfonyl-phenyl)-propan-2-one (68c) (6.0 g, 26 mmol) is dissolved in dioxan (50 ml) and the solution is cooled to 10° C. at which point the mixture is semi frozen. A solution of bromine (0.9 ml, 17 mmol) in chloroform (2 ml) is added slowly over 30 minutes and the mixture is stirred for an additional 15 minutes in a semi frozen state. The mixture is then allowed to warm to room temperature and the solvent is removed to give a red oil. Ethanol (70 ml) and (1H-pyrazol-3-yl)-thiourea (35a) (3.2 g, 22 mmol) are added and the reaction is stirred at 60° C. for 30 minutes. The solution is allowed to cool to room temperature whereupon the product crystallises. Filtration affords the titled compound.

후처리

  1. temperatureis semi frozen
  2. temperaturefrozen state
  3. temperatureto warm to room temperature
  4. customthe solvent is removed
  5. customto give a red oil
  6. stirringthe reaction is stirred at 60° C. for 30 minutes
  7. temperatureto cool to room temperature whereupon the product
  8. customcrystallises
  9. filtrationFiltration

출처 및 근거

ORD 기록
ord-658e686f628d41828ce511394373a426
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017608B2

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