HRID2356391

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID13387

N-Methyl-2-pyrrolidone

C5H9NO

HCID142891

Ethyl 4-iodobenzoate

C9H9IO2

结构：CCc1[nH]c2cc(F)ccc2c1C1CCN(CCCSc2ccc(F)cc2)CC1

HCID57718837

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1ccc(-n2c(CC)c(C3CCN(CCCSc4ccc(F)cc4)CC3)c3ccc(F)cc32)cc1

HCID11952525

未命名化合物

收率 26%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID83717

Copper iodide (CuI2)

CuI2

催化剂HCID3007857

Zinc oxide

OZn

溶剂HCID962

Water

H2O

CONDITIONS

反应条件

温度: 160 °C

PROCEDURE

实验过程

To a mixture of 2-ethyl-6-fluoro-3-{1-[3-(4-fluoro-phenylsulfanyl)-propyl]-piperidin-4-yl}-1H-indole (430 mg), p-iodobenzoic acid ethyl ester (716 mg), potassium carbonate (359 mg), copper iodide (52 mg) and zinc oxide (14 mg) in a reactor vial under argon is added NMP (3 ml) and the reaction heated by microwaves irradiation at 160° C. After 120 min, water is added and the suspension extracted with DCM. Preparative HPLC provides 150 mg pure product (26%) as a beige solid. R.t. 4.81 min.

WORKUP

后处理

extractionthe suspension extracted with DCM

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-539983f68fff4a7cb10bbbe8046a7874
来源数据集: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07759365B2
来源说明: uspto-grants-2010_07

反应 SMILES

[CH2:1]([C:3]1[NH:4][C:5]2[C:10]([C:11]=1[CH:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][S:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH2:14][CH2:13]1)=[CH:9][CH:8]=[C:7]([F:29])[CH:6]=2)[CH3:2].[CH2:30]([O:32][C:33](=[O:41])[C:34]1[CH:39]=[CH:38][C:37](I)=[CH:36][CH:35]=1)[CH3:31].C(=O)([O-])[O-].[K+].[K+].CN1C(=O)CCC1>[Cu](I)I.[O-2].[Zn+2].O>[CH2:30]([O:32][C:33](=[O:41])[C:34]1[CH:39]=[CH:38][C:37]([N:4]2[C:5]3[C:10](=[CH:9][CH:8]=[C:7]([F:29])[CH:6]=3)[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][S:21][C:22]4[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=4)[CH2:14][CH2:13]3)=[C:3]2[CH2:1][CH3:2])=[CH:36][CH:35]=1)[CH3:31]