Benzene, (3-bromopropoxy)- → (3R)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide

HRID 469457노트

반응식

HRID 469457 반응식
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[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>CCOC(C)=O>[Br-:1].[CH3:30][O:29][C:27]([C:23]1[S:24][CH:25]=[CH:26][C:22]=1[NH:21][CH:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:13]([O:31][C@@H:32]1[CH:37]2[CH2:36][CH2:35][N+:34]([CH2:2][CH2:3][CH2:4][O:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)([CH2:39][CH2:38]2)[CH2:33]1)=[O:12])=[O:28]

참가 물질

4

반응물 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 46840422HCID 46840422, 화합물

생성물 1

HCID 54765075(3R)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide수율 34.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

(3-Bromopropoxy)benzene (19.7 μl, 0.12 mmol) was added to a solution of methyl 3-(2-oxo-1-phenyl-2-((R)-quinuclidin-3-yloxy)ethylamino)thiophene-2-carboxylate (C11) (50 mg, 0.12 mmol) in EtOAc (2 ml). The reaction mixture was stirred at room temperature overnight. The solvent was evaporated, and the residue was triturated with Et2O and then purified by preparative HPLC (Eluent: CH3CN/H2O) to obtain (3R)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide (25.3 mg, 32.9% yield).

후처리

  1. customThe solvent was evaporated
  2. customthe residue was triturated with Et2O
  3. custompurified by preparative HPLC (Eluent: CH3CN/H2O)

출처 및 근거

ORD 기록
ord-dde95ab927814fe7a88e2f3f0f67aeaa
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629160B2

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