HRID1626358

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID996

Phenol

C6H6O

HCID1049

Pyridine

C5H5N

HCID10796

Cesium carbonate

CCs2O3

结构：COc1cc(C(=O)NC2CCN(C)CC2)ccc1Nc1ncc(C(F)(F)F)c(Cl)n1

HCID58200916

未命名化合物

PRODUCTS

生成物

结构：COc1cc(C(=O)NC2CCN(C)CC2)ccc1Nc1ncc(C(F)(F)F)c(Oc2ccccc2)n1

HCID58525342

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID31275

1,4-Dioxane

C4H8O2

CONDITIONS

反应条件

温度: 80 °C

PROCEDURE

实验过程

4-(4-chloro-5-trifluoromethyl-pyrimidin-2-ylamino)-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide (50 mg) and phenol (21.3 mg) are dissolved in dioxane (0.3 mL). Pyridine (36.4 μL) and Cs2CO3 (235 mg) are added and the suspension is stirred overnight at 80° C. Then the reaction mixture is diluted with methanol (5 mL) and mixed with isolute. The solvent is eliminated in vacuo and then the mixture is purified by preparative HPLC. (PTK2 IC50=35 nmol)

WORKUP

后处理

additionmixed with isolute
customthe mixture is purified by preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bbc8a45a5ada46bdb8e6b87c892f7dd5
来源数据集: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08785464B2
来源说明: uspto-grants-2014_07

反应 SMILES

Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][N:5]=[C:4]([NH:12][C:13]2[CH:28]=[CH:27][C:16]([C:17]([NH:19][CH:20]3[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]3)=[O:18])=[CH:15][C:14]=2[O:29][CH3:30])[N:3]=1.[C:31]1([OH:37])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.N1C=CC=CC=1.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCOCC1.CO>[CH3:30][O:29][C:14]1[CH:15]=[C:16]([CH:27]=[CH:28][C:13]=1[NH:12][C:4]1[N:3]=[C:2]([O:37][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][N:5]=1)[C:17]([NH:19][CH:20]1[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]1)=[O:18]