HRID254324

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID2762711

4-Methylpyridine-3-Boronic Acid

C6H8BNO2

结构：COc1cc(OC)c([N+](=O)[O-])c(-n2cc(C)nc2Br)c1

HCID56648492

未命名化合物

PRODUCTS

生成物

结构：COc1cc(OC)c([N+](=O)[O-])c(-n2cc(C)nc2-c2cnccc2C)c1

HCID57732455

未命名化合物

收率 69.5%

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

Following the general Suzuki coupling procedure, reaction of 2-bromo-1-(3,5-dimethoxy-2-nitrophenyl)-4-methyl-1H-imidazole (1.1 g, 3.2 mmol), 4-methyl-3-pyridylboronic acid (876 mg, 6.4 mmol), K2CO3 (1.32 g, 9.6 mmol) and Pd(PPh3)4 (186 mg, 0.161 mmol) provided 788 mg (69% yield) of the desired product as an off white powder. EIMS 355.1 [M+H]+.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-735341ffa61e440a8be8b7ec0e979389
来源数据集: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07875618B2
来源说明: uspto-grants-2011_01

反应 SMILES

Br[C:2]1[N:3]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[C:10]([O:16][CH3:17])[C:9]=2[N+:18]([O-:20])=[O:19])[CH:4]=[C:5]([CH3:7])[N:6]=1.[CH3:21][C:22]1[CH:27]=[CH:26][N:25]=[CH:24][C:23]=1B(O)O.C([O-])([O-])=O.[K+].[K+]>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>[CH3:17][O:16][C:10]1[C:9]([N+:18]([O-:20])=[O:19])=[C:8]([N:3]2[CH:4]=[C:5]([CH3:7])[N:6]=[C:2]2[C:23]2[CH:24]=[N:25][CH:26]=[CH:27][C:22]=2[CH3:21])[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=1