HRID926011

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

$结构：COC(=O)[C@@]12C[C@H]1/C=C\CCCCN(C)C(=O)[C@@H]1CC[C@@H](OS(=O)(=O)c3ccc(Br)cc3)C[C@H]1C(=O)N2$

HCID88050650

未命名化合物

结构：C#Cc1csc(-c2cc(O)c3ccc(OC)c(C)c3n2)n1

HCID178437374

未命名化合物

2 次

PRODUCTS

生成物

$结构：C#Cc1csc(-c2cc(O[C@H]3CC[C@H]4C(=O)N(C)CCCC/C=C\[C@@H]5C[C@@]5(C(=O)OC)NC(=O)[C@@H]4C3)c3ccc(OC)c(C)c3n2)n1$

HCID88050652

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID13387

N-Methyl-2-pyrrolidone

C5H9NO

CONDITIONS

反应条件

温度: 70 °C

PROCEDURE

实验过程

Compound 44 (0.13 mmol) and 2-(4-ethynyl-thiazol-2-yl)-7-methoxy-8-methyl-quinolin-4-ol (0.14 mmol) 209b were dissolved in NMP (0.5 mL). K2CO3 (0.19 mmol) was added and the reaction mixture was heated at 70° C. for 2 days. The crude material was purified by silica gel chromatography (PE/EtOAc) to yield compound 45 as a beige solid. MS (ESI, EI+): m/z=657 (MH+).

WORKUP

后处理

customThe crude material was purified by silica gel chromatography (PE/EtOAc)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-aa5f953bbdd749978f33f011820b326d
来源数据集: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09284307B2
来源说明: uspto-grants-2016_03

反应 SMILES

BrC1C=CC(S([O:11][C@@H:12]2[CH2:37][CH2:36][C@H:15]3[C:16](=[O:35])[N:17]([CH3:34])[CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH:23][C@@H:24]4[CH2:29][C@@:25]4([C:30]([O:32][CH3:33])=[O:31])[NH:26][C:27](=[O:28])[C@@H:14]3[CH2:13]2)(=O)=O)=CC=1.[C:38]([C:40]1[N:41]=[C:42]([C:45]2[CH:54]=[C:53](O)[C:52]3[C:47](=[C:48]([CH3:58])[C:49]([O:56][CH3:57])=[CH:50][CH:51]=3)[N:46]=2)[S:43][CH:44]=1)#[CH:39].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[C:38]([C:40]1[N:41]=[C:42]([C:45]2[CH:54]=[C:53]([O:11][C@H:12]3[CH2:37][CH2:36][C@H:15]4[C:16](=[O:35])[N:17]([CH3:34])[CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH:23][C@@H:24]5[CH2:29][C@@:25]5([C:30]([O:32][CH3:33])=[O:31])[NH:26][C:27](=[O:28])[C@@H:14]4[CH2:13]3)[C:52]3[C:47](=[C:48]([CH3:58])[C:49]([O:56][CH3:57])=[CH:50][CH:51]=3)[N:46]=2)[S:43][CH:44]=1)#[CH:39]