HRID2410924

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

HCID22341466

(4-Formyl-3-methylphenyl)boronic acid

C8H9BO3

结构：CC(C)(C)OC(=O)N1CC=C(c2ccc3c(c2)[nH]c2c(C(N)=O)cc(Br)cc23)CC1

HCID66604634

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(-c2cc(C(N)=O)c3[nH]c4cc(C5=CCN(C(=O)OC(C)(C)C)CC5)ccc4c3c2)ccc1C=O

HCID86663075

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1

催化剂HCID178418397

未命名化合物

PROCEDURE

实验过程

To the reaction mixture above (483A) was added 4-formyl-3-methylphenylboronic acid (103 mg, 0.627 mmol), Pd(Ph3P)4 (11.14 mg, 9.64 μmol) and Na2CO3 (0.482 mL, 0.964 mmol). The mixture was stirred at 105 C for 4 hrs. The mixture was filtered and then purified using preparative HPLC to give titled product. MS (ESI) m/z 508.31 (M−H)−.

WORKUP

后处理

filtrationThe mixture was filtered
custompurified

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bab0b9135edd4537a14525a9bb06c82b
来源数据集: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08815840B2
来源说明: uspto-grants-2014_08

反应 SMILES

Br[C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([C:15](=[O:17])[NH2:16])[CH:14]=1)[NH:11][C:10]1[CH:9]=[C:8]([C:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH:19]=3)[CH:7]=[CH:6][C:5]2=1.[CH:31]([C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][C:34]=1[CH3:42])=[O:32].C([O-])([O-])=O.[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:15]([C:13]1[CH:14]=[C:2]([C:36]2[CH:37]=[CH:38][C:33]([CH:31]=[O:32])=[C:34]([CH3:42])[CH:35]=2)[CH:3]=[C:4]2[C:12]=1[NH:11][C:10]1[CH:9]=[C:8]([C:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:28])[CH3:29])=[O:25])[CH2:20][CH:19]=3)[CH:7]=[CH:6][C:5]2=1)(=[O:17])[NH2:16]