HRID1809786

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID77802

Benzenemethanamine, 3-chloro-

C7H8ClN

结构：CC(C)(C)OC(=O)N1CCN(CCNc2ncc3c(-c4ccnc(S(C)(=O)=O)n4)n[nH]c3n2)CC1

HCID178452332

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCN(CCNc2ncc3c(-c4ccnc(NCc5cccc(Cl)c5)n4)n[nH]c3n2)CC1

HCID178452331

未命名化合物

CONDITIONS

反应条件

温度: 130 °C

PROCEDURE

实验过程

The mixture of 4-{2-[3-(2-methanesulfonyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-ethyl}-piperazine-1-carboxylic acid tert-butyl ester (from Example 27 supra) (153 mg, 0.304 mmol) and 3-chlorobenzylamine (171 mg, 1.21 mmol) was heated at 130° C. with stirring for 3 hours. The resulting oil was purified by chromatography (silica gel, 7 g, 100-200 mesh, eluting with dichloromethane:methanol, 10:1) and further purified by prep-HPLC to afford 4-(2-{3-[2-(3-chloro-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester. (Yield 90 mg, 52%).

WORKUP

后处理

customThe resulting oil was purified by chromatography (silica gel, 7 g, 100-200 mesh, eluting with dichloromethane:methanol, 10:1)
customfurther purified by prep-HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d71a16d1c58b45188c0a400dd679eab3
来源数据集: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08362023B2
来源说明: uspto-grants-2013_01

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][NH:16][C:17]2[N:22]=[C:21]3[NH:23][N:24]=[C:25]([C:26]4[CH:31]=[CH:30][N:29]=[C:28](S(C)(=O)=O)[N:27]=4)[C:20]3=[CH:19][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:36][C:37]1[CH:38]=[C:39]([CH:42]=[CH:43][CH:44]=1)[CH2:40][NH2:41]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][NH:16][C:17]2[N:22]=[C:21]3[NH:23][N:24]=[C:25]([C:26]4[CH:31]=[CH:30][N:29]=[C:28]([NH:41][CH2:40][C:39]5[CH:42]=[CH:43][CH:44]=[C:37]([Cl:36])[CH:38]=5)[N:27]=4)[C:20]3=[CH:19][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]