HRID1522268

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID13140

Acrylyl chloride

C3H3ClO

结构：CC1(C)OB(c2ccc(Oc3ccc(C#N)cc3)cc2)OC1(C)C

HCID22346889

4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]benzonitrile

C19H20BNO3

HCID45789713

5-Bromo-6-chloropyrimidin-4-amine

C4H3BrClN3

HCID53487663

未命名化合物

PRODUCTS

生成物

结构：C=CC(=O)N1C2CCC1CC(CNc1ncc(-c3ccc(Oc4ccc(C#N)cc4)cc3)c(N)n1)C2

HCID86721847

未命名化合物

PROCEDURE

实验过程

4-(4-(4-(((8-acryloyl-8-azabicyclo[3.2.1]octan-3-ylmethyl)amino)-6-aminopyrimidin-5-yl)phenoxy)benzonitrile was prepared from 5-bromo-6-chloropyrimidin-4-amine, tert-butyl 3-(aminomethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate, 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)benzonitrile, and acryloyl chloride using methods B, C, D, and F. HPLC: 98%. MS: m/z=481 [M+H]+.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c761a27bb9534a728d3c306c94a80353
来源数据集: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09073947B2
来源说明: uspto-grants-2015_07

反应 SMILES

Br[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH2:11][CH:12]1[CH2:18][CH:17]2[N:19]([C:20]([O:22]C(C)(C)C)=O)[CH:14]([CH2:15][CH2:16]2)[CH2:13]1.CC1(C)C(C)(C)OB([C:35]2[CH:49]=[CH:48][C:38]([O:39][C:40]3[CH:47]=[CH:46][C:43]([C:44]#[N:45])=[CH:42][CH:41]=3)=[CH:37][CH:36]=2)O1.[C:51](Cl)(=O)[CH:52]=C>>[C:20]([N:19]1[CH:14]2[CH2:15][CH2:16][CH:17]1[CH2:18][CH:12]([CH2:11][NH:10][C:5]1[N:6]=[CH:7][C:2]([C:35]3[CH:49]=[CH:48][C:38]([O:39][C:40]4[CH:47]=[CH:46][C:43]([C:44]#[N:45])=[CH:42][CH:41]=4)=[CH:37][CH:36]=3)=[C:3]([NH2:9])[N:4]=1)[CH2:13]2)(=[O:22])[CH:51]=[CH2:52]