HRID1295156

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID641309

ethyl 3-(3-chlorophenyl)prop-2-ynoate

C11H9ClO2

结构：CC(C)(C)OC(=O)N1CCCc2ccc(CCOc3ccc4[nH]ccc4c3)nc21

HCID66821083

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C=C(c1cccc(Cl)c1)n1ccc2cc(OCCc3ccc4c(n3)N(C(=O)OC(C)(C)C)CCC4)ccc21

HCID66821384

未命名化合物

收率 90%

PROCEDURE

实验过程

The title compound was synthesized from (3-chloro-phenyl)-propynoic acid ethyl ester and 7-[2-(1H-Indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using the procedure described in Example 16, step (d1), in 90% yield as an E/Z isomeric mixture. 1H NMR (CDCl3) [E/Z mixture] δ 7.36–7.24 (m, 2H), 7.14–7.6.70 (m, 8H), 6.56 (s, 0.5H), 6.48 (m, 0.5H), 6.21 (s, 0.5H), 6.14 (s, 0.5H), 4.37 (m, 2H), 4.12 (q, 2H, J=6.8 Hz), 3.76 (m, 2H), 3.20 (t, 2H, J=6.8 Hz), 2.73 (t, 2H, J=6.8 Hz), 1.92 (m, 2H), 1.52 (s, 9H), 1.26 (t, 3H, J=7.2 Hz). Mass Spectrum (LCMS, ESI) calculated for C29H29ClN3O3 502.2 (M-Boc+1); found 502.4.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7a433f1df2234aa480ffb5e6f7ce78c9
来源数据集: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07241789B2
来源说明: uspto-grants-2007_07

反应 SMILES

[CH2:1]([O:3][C:4](=[O:14])[C:5]#[C:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)[CH3:2].[C:15]([O:19][C:20]([N:22]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([CH2:32][CH2:33][O:34][C:35]3[CH:36]=[C:37]4[C:41](=[CH:42][CH:43]=3)[NH:40][CH:39]=[CH:38]4)[N:30]=2)[CH2:25][CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20]([N:22]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([CH2:32][CH2:33][O:34][C:35]3[CH:36]=[C:37]4[C:41](=[CH:42][CH:43]=3)[N:40]([C:6]([C:7]3[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=3)=[CH:5][C:4]([O:3][CH2:1][CH3:2])=[O:14])[CH:39]=[CH:38]4)[N:30]=2)[CH2:25][CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]