Hydrochloric Acid → N-[5-(5-Trifluoromethyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-indan-2-yl]-acetamide

HRID 501241

反応式

HRID 501241 の反応式
Cl[C:2]1[S:3][C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][N:6]=1.[S:11]([C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[CH2:20][CH:19]([NH:24][C:25](=[O:27])[CH3:26])[CH2:18]2)(=[O:14])(=[O:13])[NH2:12].C(=O)([O-])[O-].[Cs+].[Cs+].Cl>O.CN1C(=O)CCC1>[F:8][C:7]([F:10])([F:9])[C:4]1[S:3][C:2]([NH:12][S:11]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH2:20][CH:19]([NH:24][C:25](=[O:27])[CH3:26])[CH2:18]3)(=[O:13])=[O:14])=[N:6][N:5]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 10796Cesium carbonateHCID 11414131N-(5-sulfamoyl-2,3-dihydro-1H-inden-2-yl)acetamideHCID 132467892-Chloro-5-trifluoromethyl-(1,3,4)thiadiazole

生成物 1

HCID 57933510N-[5-(5-Trifluoromethyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-indan-2-yl]-acetamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
70 °C

実験手順

The mixture of 300 mg of 2-chloro-5-trifluoromethyl-[1,3,4]thiadiazol, 300 mg of N-(5-sulfamoyl-indan-2-yl)-acetamide, 1.8 g cesium carbonate und 10 ml of NMP was stirred at 70° C. for 3 hours. After cooling to room temperature 50 ml of water were added and with 2N hydrochloric acid a pH=3 was adjusted. The product was extracted twice with 30 ml of ethyl acetate, the organic layer was washed with 20 ml of water, dried over sodium sulfate and evaporated in vacuo. The resulting crude material was purified by column chromatography (silica gel, eluent: dichloromethane:methanol=90:10).

後処理

  1. extractionThe product was extracted twice with 30 ml of ethyl acetate
  2. washthe organic layer was washed with 20 ml of water
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe resulting crude material was purified by column chromatography (silica gel, eluent: dichloromethane:methanol=90:10)

出典と根拠

ORDレコード
ord-a9680995247b467085d5ffb3416ae18a
出典データセット
uspto-grants-2010_08
特許番号
US07772257B2

関連ノート

読み込み中…