2-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one → 4-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiazol-2-yl)ethyl)piperidinium bromide

HRID 1910518ノート

反応式

HRID 1910518 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.[Br:26][CH2:27][C:28]([C:30]1[S:31][CH:32]=[CH:33][N:34]=1)=[O:29]>CCOC(C)=O>[Br-: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][N: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 27952122-Bromo-1-(1,3-thiazol-2-yl)ethan-1-oneHCID 70925814Bis(3-fluorophenyl)methyl 1-methylpiperidine-4-carboxylate

生成物 1

HCID 866729524-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiazol-2-yl)ethyl)piperidinium bromide収率 70.2%

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 (106 mg, 0.31 mmol, prepared as in example 40) in EtOAc (3 ml), 2-bromo-1-(thiazol-2-yl)ethanone (63.2 mg, 0.31 mmol) was added. The mixture was stirred at room temperature for 27 hours. The solvent was evaporated, and the crude was triturated with Et2O and collected by filtration. The compound was purified by flash chromatography (DCM/MeOH=95/5 to 9/1) to obtain 4-((bis(3-fluorophenyl)methoxy)carbonyl)-1-methyl-1-(2-oxo-2-(thiazol-2-yl)ethyl)piperidinium bromide (120 mg).

後処理

  1. customThe solvent was evaporated
  2. customthe crude was triturated with Et2O
  3. filtrationcollected by filtration
  4. customThe compound was purified by flash chromatography (DCM/MeOH=95/5 to 9/1)

出典と根拠

ORDレコード
ord-7cc09076f07d416795c1f1b750386435
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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