HRID469457

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID68522

Benzene, (3-bromopropoxy)-

C9H11BrO

结构：COC(=O)c1sccc1NC(C(=O)O[C@H]1CN2CCC1CC2)c1ccccc1

HCID46840422

未命名化合物

PRODUCTS

生成物

结构：COC(=O)c1sccc1NC(C(=O)O[C@H]1C[N+]2(CCCOc3ccccc3)CCC1CC2)c1ccccc1.[Br-]

HCID54765075

未命名化合物

收率 34.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

(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).

WORKUP

后处理

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

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-dde95ab927814fe7a88e2f3f0f67aeaa
来源数据集: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08629160B2
来源说明: uspto-grants-2014_01

反应 SMILES

[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]