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

HRID 501241

반응식

HRID 501241 반응식
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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
70 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-a9680995247b467085d5ffb3416ae18a
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772257B2

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