HRID69171

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOC(=O)c1cccc(B2OC(C)(C)C(C)(C)O2)c1

HCID2773966

Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

C15H21BO4

结构：NC(=O)c1ccc(-c2ccc3ncc(Cc4ccc5ncccc5c4)n3n2)cc1Cl

HCID44206295

未命名化合物

PRODUCTS

生成物

结构：O=C(O)c1cccc(-c2ccc3ncc(Cc4ccc5ncccc5c4)n3n2)c1

HCID44208569

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

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

催化剂HCID178418807

未命名化合物

PROCEDURE

实验过程

The title compound was prepared in analogy to the compound of Example 15 starting with 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid ethyl ester, using PdCl2(dppf)/CH2Cl2 (1/1) as catalyst and with an additional ester deprotection step afterwards (tR 3.14 min (conditions 11), MH+=380.9).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d428857b4c9b44e5aeee1e6746feebd7
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08822468B2
来源说明: uspto-grants-2014_09

反应 SMILES

Cl[C:2]1[CH:10]=[C:9]([C:11]2[CH:12]=[CH:13][C:14]3[N:15]([C:17]([CH2:20][C:21]4[CH:22]=[C:23]5[C:28](=[CH:29][CH:30]=4)[N:27]=[CH:26][CH:25]=[CH:24]5)=[CH:18][N:19]=3)[N:16]=2)[CH:8]=[CH:7][C:3]=1C(N)=O.C([O:33][C:34](=[O:50])C1C=CC=C(B2OC(C)(C)C(C)(C)O2)C=1)C>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].C(Cl)Cl>[N:27]1[C:28]2[C:23](=[CH:22][C:21]([CH2:20][C:17]3[N:15]4[N:16]=[C:11]([C:9]5[CH:10]=[C:2]([CH:3]=[CH:7][CH:8]=5)[C:34]([OH:50])=[O:33])[CH:12]=[CH:13][C:14]4=[N:19][CH:18]=3)=[CH:30][CH:29]=2)[CH:24]=[CH:25][CH:26]=1