Diethyl Ether → (3R)-1-(2-(4-hydroxyphenyl)-2-oxoethyl)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-azoniabicyclo[2.2.2]octane bromide

HRID 469455노트

반응식

HRID 469455 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)=[O:4].[O:12]=[C:13]([O:31][C@@H:32]1[CH:37]2[CH2:38][CH2:39][N:34]([CH2:35][CH2:36]2)[CH2:33]1)[CH:14]([NH:21][C:22]1[CH:26]=[CH:25][S:24][C:23]=1[C:27]([O:29][CH3:30])=[O:28])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CCOCC>C(#N)C>[Br-:1].[OH:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][N+:34]23[CH2:39][CH2:38][CH:37]([CH2:36][CH2:35]2)[C@@H:32]([O:31][C:13](=[O:12])[CH:14]([NH:21][C:22]2[CH:26]=[CH:25][S:24][C:23]=2[C:27]([O:29][CH3:30])=[O:28])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:33]3)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneHCID 46840422HCID 46840422, 화합물

생성물 1

HCID 86660322(3R)-1-(2-(4-hydroxyphenyl)-2-oxoethyl)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-azoniabicyclo[2.2.2]octane bromide수율 66.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-Bromo-1-(4-hydroxyphenyl)ethanone (19.9 mg, 0.09 mmol) was added to a solution of methyl 3-(2-oxo-1-phenyl-2-((R)-quinuclidin-3-yloxy)ethylamino)thiophene-2-carboxylate (C11) (37 mg, 0.09 mmol) in acetonitrile (2 ml). The reaction mixture was stirred at room temperature overnight, and then Et2O (1 ml) was added and the product was collected by suction filtration to obtain (3R)-1-(2-(4-hydroxyphenyl)-2-oxoethyl)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-azoniabicyclo[2.2.2]octane bromide (36.7 mg, 64.5% yield).

후처리

  1. filtrationthe product was collected by suction filtration

출처 및 근거

ORD 기록
ord-e5a0008acff94f6fabe55240f9d4bae5
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629160B2

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