Diisopropylethylamine → HCID 11965781, 화합물

HRID 1894125노트

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HRID 1894125 반응식
CO[C:3](=[O:21])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][N:13]=[N:12][CH:11]=2)[C:7]([C:16]([F:19])([F:18])[F:17])=[CH:6][C:5]=1[NH2:20].ClC([O:25][C:26]1C=CC(Cl)=CC=1)=O.[CH3:33][S:34]([NH:37][NH2:38])(=[O:36])=[O:35].CCN(C(C)C)C(C)C>O1CCOCC1>[O:25]=[C:26]1[N:38]([NH:37][S:34]([CH3:33])(=[O:36])=[O:35])[C:3](=[O:21])[C:4]2[C:5](=[CH:6][C:7]([C:16]([F:19])([F:18])[F:17])=[C:8]([C:10]3[CH:15]=[CH:14][N:13]=[N:12][CH:11]=3)[CH:9]=2)[NH:20]1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 1390594-Chlorophenyl chloroformateHCID 269268MethanesulfonohydrazideHCID 11965780HCID 11965780, 화합물

생성물 1

HCID 11965781HCID 11965781, 화합물수율 39%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

A solution containing 2-amino-5-pyridazin-4-yl-4-trifluoromethyl-benzoic acid methyl ester (65.5 mg, 0.22 mmol) and 4-chlorophenyl chloroformate (34 μL, 0.24 mmol) in dioxane (3 mL) was heated at 80° C. for 1.5 h. After allowing the reaction mixture to cool down to r.t., CH3SO2NHNH2 (48.5 mg, 0.44 mmol) and i-Pr2NEt (38.5 μL, 0.22 mmol) were added. The mixture was heated to 80° C. for 1 h and, after cooling to r.t., the solvent was removed in vacuo. The residue was dissolved in DCM and the product was precipitated by addition of Et2O. Filtration and drying provided the title product (34.4 mg, 39%) as a white solid. API-ES: m/z 402 [M+H]+, rt 2.02 min.

후처리

  1. temperatureto cool down to r.t.
  2. temperatureThe mixture was heated to 80° C. for 1 h
  3. temperatureafter cooling to r.t.
  4. customthe solvent was removed in vacuo
  5. dissolutionThe residue was dissolved in DCM
  6. customthe product was precipitated by addition of Et2O
  7. filtrationFiltration
  8. customdrying

출처 및 근거

ORD 기록
ord-acff0817d73c43bcbefb712c60c2f72f
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513268B2

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