HRID1583127

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8082

Piperidine

C5H11N

HCID572345

4-(Methylsulfonyl)phenylacetic acid

C9H10O4S

结构：CC(C)(c1cc(-c2cccc(C=O)c2)c2ncccc2c1)S(C)(=O)=O

HCID10155043

未命名化合物

HCID21963926

未命名化合物

PRODUCTS

生成物

结构：CC(C)(c1cc(-c2cccc(/C=C(/C(=O)O)c3ccc(S(C)(=O)=O)cc3)c2)c2ncccc2c1)S(C)(=O)=O

HCID22350086

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID21881112

未命名化合物

PROCEDURE

实验过程

A mixture of 3-{6-[1-methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}benzaldehyde from step 4 of Example 18 (2.33 g, 6.60 mmol), 4-(methylsulfonyl)phenyl acetic acid (1.71 g, 7.98 mmol) and piperidine (0.20 mL, 1.98 mmol) in 10 mL of toluene was refluxed for 2 days. The mixture was cooled to r.t., diluted with CH2Cl2, subjected to flash chromatography (CH2Cl2/EtOAc/AcOH, 50/50/1) and finally stirred with (Et2O/CH2Cl2) and isolated to give (E)-3-(3-{6-[1-methyl-1-(methylsulfonyl)ethyl]-8-quinolinyl}phenyl)-2-[4-(methylsulfonyl)phenyl]-2-propenoic acid (single isomer) as a white solid.

WORKUP

后处理

temperaturewas refluxed for 2 days
customisolated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a742a3ced82445d6baaadfdfeb7767ba
来源数据集: uspto-grants-2004_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06740666B2
来源说明: uspto-grants-2004_05

反应 SMILES

[CH3:1][C:2]([C:8]1[CH:9]=[C:10]2[C:15](=[C:16]([C:18]3[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=3)[CH:21]=O)[CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)([S:4]([CH3:7])(=[O:6])=[O:5])[CH3:3].[CH3:26][S:27]([C:30]1[CH:35]=[CH:34][C:33]([CH2:36][C:37]([OH:39])=[O:38])=[CH:32][CH:31]=1)(=[O:29])=[O:28].N1CCCCC1.C(Cl)Cl.CCOC(C)=O.CC(O)=O>C1(C)C=CC=CC=1.C(Cl)Cl.CCOCC.C(Cl)Cl>[CH3:3][C:2]([C:8]1[CH:9]=[C:10]2[C:15](=[C:16]([C:18]3[CH:19]=[C:20](/[CH:21]=[C:36](\[C:33]4[CH:32]=[CH:31][C:30]([S:27]([CH3:26])(=[O:28])=[O:29])=[CH:35][CH:34]=4)/[C:37]([OH:39])=[O:38])[CH:23]=[CH:24][CH:25]=3)[CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)([S:4]([CH3:7])(=[O:6])=[O:5])[CH3:1]