HRID469502

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID13362918

未命名化合物

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(=O)Nc4ccon4)CCC2CC3)c2ccc(OC)nc2)c1.[Cl-]

HCID86660337

未命名化合物

收率 39.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

2-Chloro-N-(isoxazol-3-yl)acetamide (18.3 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 preparative HPLC (Eluent: CH3CN/H2O) to obtain (3R)-3-(2-(3-(ethoxycarbonyl)phenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(2-(isoxazol-3-ylamino)-2-oxoethyl)-1-azoniabicyclo[2.2.2]octane chloride (26.2 mg, 38.4% yield).

WORKUP

后处理

customThe solvent was evaporated
customthe residue was triturated with Et2O
filtrationfiltered
customdried
customThe product was purified by preparative HPLC (Eluent: CH3CN/H2O)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bc7fc2ad38df40e2b0d624d4a4d332ab
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

[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:10]=[CH:9][O:8][N:7]=1)=[O:4].[CH3:11][O:12][C:13]1[N:18]=[CH:17][C:16]([CH:19]([NH:31][C:32]2[CH:33]=[C:34]([CH:40]=[CH:41][CH:42]=2)[C:35]([O:37][CH2:38][CH3:39])=[O:36])[C:20](=[O:30])[O:21][C@@H:22]2[CH:27]3[CH2:28][CH2:29][N:24]([CH2:25][CH2:26]3)[CH2:23]2)=[CH:15][CH:14]=1>CCOC(C)=O>[Cl-:1].[CH2:38]([O:37][C:35]([C:34]1[CH:33]=[C:32]([NH:31][CH:19]([C:16]2[CH:17]=[N:18][C:13]([O:12][CH3:11])=[CH:14][CH:15]=2)[C:20]([O:21][C@@H:22]2[CH:27]3[CH2:28][CH2:29][N+:24]([CH2:2][C:3]([NH:5][C:6]4[CH:10]=[CH:9][O:8][N:7]=4)=[O:4])([CH2:25][CH2:26]3)[CH2:23]2)=[O:30])[CH:42]=[CH:41][CH:40]=1)=[O:36])[CH3:39]