HRID23539

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

结构：COc1ccc(C(C)(C)C)cc1NC(=O)Nc1ccc(Oc2ccnc(Cl)n2)c2ccccc12

HCID22573813

未命名化合物

PRODUCTS

生成物

结构：COc1ccc(C(C)(C)C)cc1NC(=O)Nc1ccc(Oc2ccnc(C)n2)c2ccccc12

HCID22573807

未命名化合物

收率 23%

AUXILIARIES

试剂、催化剂与溶剂

结构：Cl[Pd](Cl)([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1

催化剂HCID178418476

未命名化合物

溶剂HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

溶剂HCID86587095

未命名化合物

CONDITIONS

反应条件

温度: 160 °C

PROCEDURE

实验过程

1-(5-tert-Butyl-2-methoxy-phenyl)-3-[4-(2-chloro-pyrimidin-4-yloxy)-naphthalen-1-yl]-urea (50 mg, 0.1 mmol) was dissolved in 0.4 mL of DMF. To this was added PdCl2(PPh3)2 (10 mol %), o-methoxyboronic acid (32 mg, 0.2 mmol) in 2 mL of DME/H2O/EtOH (7:3:2) and 0.53 mL of Na2CO3 (2M). The reaction was heated in a Smith synthesizer microwave for 3 min at 160° C. The product was concentrated on silica and purified (15-30% EtOAc-hexanes) to provide 13 mg (23%) of the title compound as an off-white foam.

WORKUP

后处理

concentrationThe product was concentrated on silica
custompurified (15-30% EtOAc-hexanes)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b422cee0eb6347a5b27d9f9e0d7dec55
来源数据集: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06852717B2
来源说明: uspto-grants-2005_02

反应 SMILES

[C:1]([C:5]1[CH:6]=[CH:7][C:8]([O:33][CH3:34])=[C:9]([NH:11][C:12]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([O:25][C:26]3[CH:31]=[CH:30][N:29]=[C:28](Cl)[N:27]=3)=[CH:17][CH:16]=2)=[O:13])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:35]N(C=O)C>COCCOC.O.CCO.C([O-])([O-])=O.[Na+].[Na+].Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([O:33][CH3:34])=[C:9]([NH:11][C:12]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([O:25][C:26]3[CH:31]=[CH:30][N:29]=[C:28]([CH3:35])[N:27]=3)=[CH:17][CH:16]=2)=[O:13])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]