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Cyclohexene oxide → N-(6-{4-[4-((1S,2S)-2-hydroxy-cyclohexyl)piperazine-1-carbonyl]phenoxy}pyridin-3-yl)-4-trifluoromethylbenzamide

HRID 884174
ノート
印刷プレビュー

反応式

HRID 884174 の反応式
[N:1]1([C:7]([C:9]2[CH:34]=[CH:33][C:12]([O:13][C:14]3[N:19]=[CH:18][C:17]([NH:20][C:21](=[O:32])[C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=4)=[CH:16][CH:15]=3)=[CH:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:35]1[CH:37]2[CH2:38][CH2:39][CH2:40][CH2:41][CH:36]12>CO>[OH:35][C@H:36]1[CH2:41][CH2:40][CH2:39][CH2:38][C@@H:37]1[N:4]1[CH2:5][CH2:6][N:1]([C:7]([C:9]2[CH:10]=[CH:11][C:12]([O:13][C:14]3[N:19]=[CH:18][C:17]([NH:20][C:21](=[O:32])[C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:24][CH:23]=4)=[CH:16][CH:15]=3)=[CH:33][CH:34]=2)=[O:8])[CH2:2][CH2:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 9246Cyclohexene oxideHCID 68522218N-{6-[4-(piperazine-1-carbonyl)phenoxy]-pyridin-3-yl}-4-trifluoromethylbenzamide

生成物 1

HCID 68527025N-(6-{4-[4-((1S,2S)-2-hydroxy-cyclohexyl)piperazine-1-carbonyl]phenoxy}pyridin-3-yl)-4-trifluoromethylbenzamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of N-{6-[4-(piperazine-1-carbonyl)phenoxy]-pyridin-3-yl}-4-trifluoromethyl-benzamide (430 mg, 0.91 mmol) in methanol was added 1,2-epoxycyclohexane (180 mg, 1.83 mmol), and the resulting solution was stirred for 1 day under reflux. The resulting reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=35:1), and then ethyl acetate was added. The precipitated white powder was filtered off and washed with ethyl acetate, to thereby yield 284 mg of the title compound.

後処理

  1. temperatureunder reflux
  2. customThe resulting reaction solution
  3. concentrationwas concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (chloroform:methanol=35:1)
  5. additionethyl acetate was added
  6. filtrationThe precipitated white powder was filtered off
  7. washwashed with ethyl acetate

出典と根拠

ORDレコード
ord-09478e635b8145b9bcc32c7a444067bd
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08236826B2

反応ノート

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