Diisopropylethylamine → HCID 11965781、化合物

HRID 1894125ノート

反応式

HRID 1894125 の反応式
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

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 1390594-Chlorophenyl chloroformateHCID 269268MethanesulfonohydrazideHCID 11965780HCID 11965780、化合物

生成物 1

HCID 11965781HCID 11965781、化合物収率 39%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-acff0817d73c43bcbefb712c60c2f72f
出典データセット
uspto-grants-2013_08
特許番号
US08513268B2

反応ノート

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