2-(Chloroacetyl)thiophene → 4-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-2-yl)ethyl)piperidinium chloride

HRID 1910516ノート

反応式

HRID 1910516 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH:11]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)=[O:9])[CH2:4][CH2:3]1.[Cl:26][CH2:27][C:28]([C:30]1[S:31][CH:32]=[CH:33][CH:34]=1)=[O:29]>C(OCC)(=O)C>[Cl-:26].[F:25][C:21]1[CH:20]=[C:19]([CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)[O:10][C:8]([CH:5]2[CH2:4][CH2:3][N+:2]([CH3:1])([CH2:27][C:28](=[O:29])[C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH2:7][CH2:6]2)=[O:9])[CH:24]=[CH:23][CH:22]=1

参加物

4

反応物 2

HCID 27579252-(Chloroacetyl)thiopheneHCID 70925814Bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate

生成物 1

HCID 866729484-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-2-yl)ethyl)piperidinium chloride収率 8.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate (150 mg, 0.43 mmol) in ethyl acetate (5 ml), 2-chloro-1-(thiophen-2-yl)ethanone (69.8 mg, 0.43 mmol) was added, and the mixture was stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was taken up in diethyl ether, filtered, and purified by flash chromatography (DCM/MeOH=95/5) to obtain 4-((bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiophen-2-yl)ethyl)piperidinium chloride (18 mg).

後処理

  1. customThe solvent was removed under vacuum
  2. filtrationfiltered
  3. custompurified by flash chromatography (DCM/MeOH=95/5)

出典と根拠

ORDレコード
ord-82ccf430c1f24952a8f97554276f548e
出典データセット
uspto-grants-2013_12
特許番号
US08604015B2

反応ノート

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