Diethyl Ether → (3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride

HRID 404685ノート

反応式

HRID 404685 の反応式
[Cl:1][CH2:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)=[O:4].[F:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([N:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)[C:18]([O:20][C@@H:21]2[CH:26]3[CH2:27][CH2:28][N:23]([CH2:24][CH2:25]3)[CH2:22]2)=[O:19])=[CH:13][CH:12]=1.CCOCC>CCOC(C)=O>[Cl-:1].[F:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([N:29]2[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]2)[C:18]([O:20][C@@H:21]2[CH:26]3[CH2:27][CH2:28][N+:23]([CH2:2][C:3](=[O:4])[C:5]4[S:6][CH:7]=[CH:8][CH:9]=4)([CH2:24][CH2:25]3)[CH2:22]2)=[O:19])=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 27579252-(Chloroacetyl)thiopheneHCID 86688942(R)-quinuclidin-3-yl 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetate

生成物 1

HCID 86688945(3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride収率 26.7%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

2-Chloro-1-(thiophen-2-yl)ethanone (30.6 mg, 0.19 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetate (60 mg, 0.17 mmol) in EtOAc (3 ml). The reaction was stirred at room temperature for 16 hours. Et2O was added the precipitate was collected by filtration and purified by flash chromatography (DCM/MeOH/NH4OH=97/3/0.3) to obtain (3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride (23 mg, 26.2% yield) as a white solid.

後処理

  1. filtrationwas collected by filtration
  2. custompurified by flash chromatography (DCM/MeOH/NH4OH=97/3/0.3)

出典と根拠

ORDレコード
ord-6318319131db4fd8a7736c6a7ee31437
出典データセット
uspto-grants-2014_06
特許番号
US08748613B2

反応ノート

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