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

HRID 908201ノート

反応式

HRID 908201 の反応式
[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]

参加物

7

反応物 4

HCID 702EthanolHCID 24408BromineHCID 573512781-(3-Fluoro-4-(methylsulfonyl)phenyl)propan-2-oneHCID 178514162HCID 178514162、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
10 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-658e686f628d41828ce511394373a426
出典データセット
uspto-grants-2011_09
特許番号
US08017608B2

反応ノート

読み込み中…