HRID84503

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID517044

Potassium acetate

C2H3KO2

结构：COC(=O)Cc1cccc(B2OC(C)(C)C(C)(C)O2)c1

HCID11097791

METHYL 2-(3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)ACETATE

C15H21BO4

结构：CN(C(=O)c1cc2c(s1)-c1ccc(Br)cc1OCC2)c1ccccc1Cl

HCID44242427

未命名化合物

PRODUCTS

生成物

结构：COC(=O)Cc1cccc(-c2ccc3c(c2)OCCc2cc(C(=O)N(C)c4ccccc4Cl)sc2-3)c1

HCID44241821

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：Cl[Pd]Cl.[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1

催化剂HCID178418228

未命名化合物

溶剂HCID679

Dimethyl sulfoxide

C2H6OS

溶剂HCID6342

Acetonitrile

C2H3N

CONDITIONS

反应条件

温度: 80 °C

PROCEDURE

实验过程

Following the procedure of Example 93, 8-bromo-N-(2-chlorophenyl)-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamide 150, methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate, potassium acetate, and Pd(dppf)Cl2 in acetonitrile and DMSO were heated at 80° C. overnight to give 200. MS: (ESI+) 518.2

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e68af114d83347c78e7a8d2195b9a385
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08846762B2
来源说明: uspto-grants-2014_09

反应 SMILES

Br[C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[S:12][C:13]([C:15]([N:17]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[Cl:25])[CH3:18])=[O:16])=[CH:14][C:10]=3[CH2:9][CH2:8][O:7][C:6]=2[CH:26]=1.CC1(C)C(C)(C)OB([C:35]2[CH:36]=[C:37]([CH2:41][C:42]([O:44][CH3:45])=[O:43])[CH:38]=[CH:39][CH:40]=2)O1.C([O-])(=O)C.[K+]>C(#N)C.CS(C)=O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[N:17]([CH3:18])[C:15]([C:13]1[S:12][C:11]2[C:5]3[CH:4]=[CH:3][C:2]([C:39]4[CH:38]=[C:37]([CH2:41][C:42]([O:44][CH3:45])=[O:43])[CH:36]=[CH:35][CH:40]=4)=[CH:26][C:6]=3[O:7][CH2:8][CH2:9][C:10]=2[CH:14]=1)=[O:16]