HRID1749981

反应详情

EQUATION

反应方程式

REACTANTS

反应物

$结构：COc1ccc2c(c1/C=C\CC1CCN(C(=O)OC(C)(C)C)CC1)OCC2=O$

HCID86682071

未命名化合物

HCID178520025

未命名化合物

PRODUCTS

生成物

$结构：COc1ccc2c(c1/C=C\CC1CCN(C(=O)OC(C)(C)C)CC1)O/C(=C\c1n[nH]c3ccccc13)C2=O$

HCID178487144

未命名化合物

收率 68%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID8082

Piperidine

C5H11N

溶剂HCID887

Methanol

CH4O

CONDITIONS

反应条件

温度: 60 °C

PROCEDURE

实验过程

A solution of tert-butyl (Z)-4-(3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)allyl)piperidine-1-carboxylate (0.0802 g, 0.207 mmol) in methanol (5 mL) was added with 1H-indazole-3-carboxaldehyde (0.0302 g, 0.207 mmol) and piperidine (7 drops), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain tert-butyl 4-((Z)-3-{(Z)-2-[(1H-indazol-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}allyl)piperidine-1-carboxylate (0.0724 g, 68%).

WORKUP

后处理

concentrationThe reaction mixture was concentrated
customthe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-77ce94d968f14bb4904f2a605ddc5194
来源数据集: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09156827B2
来源说明: uspto-grants-2015_10

反应 SMILES

[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]2[C:7](=[O:10])[CH2:8][O:9][C:5]=2[C:4]=1/[CH:13]=[CH:14]\[CH2:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1.[NH:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:31]([CH:38]=O)=[N:30]1>CO.N1CCCCC1>[NH:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:31](/[CH:38]=[C:8]2\[O:9][C:5]3[C:4](/[CH:13]=[CH:14]\[CH2:15][CH:16]4[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]4)=[C:3]([O:2][CH3:1])[CH:12]=[CH:11][C:6]=3[C:7]\2=[O:10])=[N:30]1