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Quinoline → 2-Chloro-N-cyclopropyl-4-[(1Z)-3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-amino)prop-1-en-1-yl]benzamide

HRID 339126
ノート
印刷プレビュー

反応式

HRID 339126 の反応式
[Cl:1][C:2]1[CH:13]=[C:12]([C:14]#[C:15][C:16](=[O:33])[NH:17][CH:18]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)[C:19]([F:22])([F:21])[F:20])[CH:11]=[CH:10][C:3]=1[C:4]([NH:6][CH:7]1[CH2:9][CH2:8]1)=[O:5].N1C2C(=CC=CC=2)C=CC=1>CO.[Pd]>[Cl:1][C:2]1[CH:13]=[C:12](/[CH:14]=[CH:15]\[C:16](=[O:33])[NH:17][CH:18]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:30])([F:31])[F:32])[CH:24]=2)[C:19]([F:22])([F:20])[F:21])[CH:11]=[CH:10][C:3]=1[C:4]([NH:6][CH:7]1[CH2:8][CH2:9]1)=[O:5]
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 2

HCID 7047QuinolineHCID 582479322-Chloro-N-cyclopropyl-4-[3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)-prop-1-yn-1-yl]benzamide

生成物 1

HCID 866530762-Chloro-N-cyclopropyl-4-[(1Z)-3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}-amino)prop-1-en-1-yl]benzamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒2 回
HCID 887
Methanol
溶媒

実験手順

2-Chloro-N-cyclopropyl-4-[3-oxo-3-({2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethyl}amino)-prop-1-yn-1-yl]benzamide (110 mg, 0.20 mmol), quinoline (10 mg, 0.07 mmol) and palladium on calcium carbonate (5% Pd; 10 mg) were suspended in methanol and stirred for 4 days, in the course of which palladium on calcium carbonate (3×10 mg) was added again every 24 h. Then the reaction mixture was filtered through kieselguhr, and the filtrate concentrated to dryness under reduced pressure. The residue was purified by means of silica gel chromatography with the eluent cyclohexane/ethyl acetate (EA) (0% EA to 50% EA).

後処理

  1. additionwas added again every 24 h
  2. filtrationThen the reaction mixture was filtered through kieselguhr
  3. concentrationthe filtrate concentrated to dryness under reduced pressure
  4. customThe residue was purified by means of silica gel chromatography with the eluent cyclohexane/ethyl acetate (EA) (0% EA to 50% EA)

出典と根拠

ORDレコード
ord-7709bf0289f947ed8e9b54ddb59d0ef8
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08889878B2

反応ノート

読み込み中…

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