HRID469504

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID70092

2-Butene, 1-bromo-3-methyl-

C5H9Br

结构：CCOC(=O)c1cccc(NC(C(=O)O[C@H]2CN3CCC2CC3)c2ccc(OC)nc2)c1

HCID58556990

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1cccc(NC(C(=O)O[C@H]2C[N+]3(CC=C(C)C)CCC2CC3)c2ccc(OC)nc2)c1.[Br-]

HCID67124898

未命名化合物

收率 86.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

1-Bromo-3-methylbut-2-ene (16.9 mg, 0.11 mmol) was added to a solution of ethyl 3-(1-(6-methoxypyridin-3-yl)-2-oxo-2-((R)-quinuclidin-3-yloxy)ethylamino)benzoate (C65) (50 mg, 0.11 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, filtered and dried. The product was purified by flash-chromatography (DCM/MeOH=97/3 to 9/1) to obtain (3R)-3-(2-(3-(ethoxycarbonyl)phenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(3-methylbut-2-enyl)-1-azoniabicyclo[2.2.2]octane bromide (56 mg, 84% yield).

WORKUP

后处理

customThe solvent was evaporated
customthe residue was triturated with Et2O
filtrationfiltered
customdried
customThe product was purified by flash-chromatography (DCM/MeOH=97/3 to 9/1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7f5d8f9f91ea4544ad1011ac3d5f8a6e
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][CH:3]=[C:4]([CH3:6])[CH3:5].[CH3:7][O:8][C:9]1[N:14]=[CH:13][C:12]([CH:15]([NH:27][C:28]2[CH:29]=[C:30]([CH:36]=[CH:37][CH:38]=2)[C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:16](=[O:26])[O:17][C@@H:18]2[CH:23]3[CH2:24][CH2:25][N:20]([CH2:21][CH2:22]3)[CH2:19]2)=[CH:11][CH:10]=1>CCOC(C)=O>[Br-:1].[CH2:34]([O:33][C:31]([C:30]1[CH:29]=[C:28]([NH:27][CH:15]([C:12]2[CH:13]=[N:14][C:9]([O:8][CH3:7])=[CH:10][CH:11]=2)[C:16]([O:17][C@@H:18]2[CH:23]3[CH2:24][CH2:25][N+:20]([CH2:2][CH:3]=[C:4]([CH3:6])[CH3:5])([CH2:21][CH2:22]3)[CH2:19]2)=[O:26])[CH:38]=[CH:37][CH:36]=1)=[O:32])[CH3:35]