ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

2,4,6-Trimethylpyridine → 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1-[2-((3-(trifluoromethyl)phenyl)sulfonyl)ethyl]-1H-pyrazole

HRID 1016606
ノート
印刷プレビュー

反応式

HRID 1016606 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:11][NH:10][N:9]=2)=[CH:4][CH:3]=1.N1C(C)=CC(C)=CC=1C.[F:28][C:29]([F:43])([F:42])[C:30]1[CH:31]=[C:32]([S:36]([CH2:39][CH2:40]Cl)(=[O:38])=[O:37])[CH:33]=[CH:34][CH:35]=1>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:11][N:10]([CH2:40][CH2:39][S:36]([C:32]3[CH:33]=[CH:34][CH:35]=[C:30]([C:29]([F:42])([F:28])[F:43])[CH:31]=3)(=[O:37])=[O:38])[N:9]=2)=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 79532,4,6-TrimethylpyridineHCID 27365062-Chloroethyl-[3-(trifluoromethyl)phenyl]sulphoneHCID 113688843-(4-chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazole

生成物 1

HCID 116846303-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1-[2-((3-(trifluoromethyl)phenyl)sulfonyl)ethyl]-1H-pyrazole収率 19.2%

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒
2 回

実験手順

To a stirred mixture of 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole (1.7 gram, 6.60 mmol) and collidine (2 ml) in acetonitrile (25 ml) was slowly added a solution of 2-((3-(trifluoromethyl)phenyl)sulfonyl)ethyl chloride (1.5 gram, 5.50 mmol) in acetonitrile (20 ml) and the resulting solution was heated at reflux temperature for 16 hours. After concentration in vacuo the residue was dissolved in ethylacetate and washed with aqueous sodium hydrogencarbonate solution. The resulting ethylacetate layer was successively washed with 1 N hydrochloric acid solution and aqueous sodium hydrogencarbonate solution. Subsequent flash chromatographic purification (petroleum ether/diethyl ether=1/2 (v/v)) gave an oil which was crystallised from diisopropyl ether to afford 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1-[2-((3-(trifluoromethyl)phenyl)sulfonyl)ethyl]-1H-pyrazole (0.52 gram, 19% yield). Melting point: 118-119° C.

後処理

  1. temperaturethe resulting solution was heated
  2. temperatureat reflux temperature for 16 hours
  3. concentrationAfter concentration in vacuo the residue
  4. dissolutionwas dissolved in ethylacetate
  5. washwashed with aqueous sodium hydrogencarbonate solution
  6. washThe resulting ethylacetate layer was successively washed with 1 N hydrochloric acid solution and aqueous sodium hydrogencarbonate solution
  7. customSubsequent flash chromatographic purification (petroleum ether/diethyl ether=1/2 (v/v))
  8. customgave an oil which
  9. customwas crystallised from diisopropyl ether

出典と根拠

ORDレコード
ord-58121c53c8da428fa64edfc96f805236
出典データセット
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06476060B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート