Bromine → [5-(4-Methanesulfonyl-3-trifluoromethyl-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine

HRID 908193ノート

反応式

HRID 908193 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH3:13])=[CH:7][C:6]=1[C:15]([F:18])([F:17])[F:16])(=[O:4])=[O:3].BrBr.[N:21]1[CH:26]=[CH:25][N:24]=[CH:23][C:22]=1[NH:27][C:28]([NH2:30])=[S:29]>O1CCOCC1.C(O)C>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:29][C:28]([NH:27][C:22]3[CH:23]=[N:24][CH:25]=[CH:26][N:21]=3)=[N:30][C:12]=2[CH3:13])=[CH:7][C:6]=1[C:15]([F:18])([F:17])[F:16])(=[O:4])=[O:3]

参加物

6

反応物 3

HCID 24408BromineHCID 2771013N-PyrazinylthioureaHCID 673910181-(4-Methanesulfonyl-3-trifluoromethyl-phenyl)-propan-2-one

生成物 1

HCID 86606223[5-(4-Methanesulfonyl-3-trifluoromethyl-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
10 °C

実験手順

1-(4-Methanesulfonyl-3-trifluoromethyl-phenyl)-propan-2-one (Example 59c) (0.60 g, 2.14 mmol) is dissolved in dioxan (50 ml) and the solution is cooled to 10° C. at which point the mixture is semi frozen. Bromine (0.088 ml, 1.7 mmol) is added slowly and the mixture is stirred for an additional 30 min in a semi frozen state. The mixture is then allowed to warm to room temperature and the solvent is removed to give a brown oil. This material is dissolved in ethanol and pyrazin-2-yl-thiourea (1a) is added in one portion. The mixture is stirred at 60° C. for 30 minutes then allowed to cool whereupon the titled product precipitates and is removed by filtration.

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 brown oil
  6. stirringThe mixture is stirred at 60° C. for 30 minutes

出典と根拠

ORDレコード
ord-ddff63fc334c420fb96dcb2389279267
出典データセット
uspto-grants-2011_09
特許番号
US08017608B2

反応ノート

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