HRID1591023

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1140

Toluene

C7H8

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

HCID2762713

2,6-Difluoropyridine-3-boronic acid

C5H4BF2NO2

HCID178444243

未命名化合物

PRODUCTS

生成物

结构：CCCCC[C@H]1CC[C@H](c2ccc(-c3ccc(F)nc3F)cc2)CC1

HCID178444284

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

溶剂HCID702

Ethanol

C2H6O

CONDITIONS

反应条件

温度: 60 °C

PROCEDURE

实验过程

A mixture of 0,05 M of 4-(trans-4-pentylcyclohexyl)bromobenzene, 0,06 M of 2,6-difluoropyridine-3-boronic acid, 1,25 g of Pd(PPh3)4, 100 ml of toluene, 40 ml of ethanol and 50 ml of 2 M Na2CO3 -solution is heated at 60 ° C under stirring for 2 hours. Customary work-up and recrystallisation from ethanol gives 2,6-difluoro-3-[4-(trans-4-pentylcyclohexyl)phenyl]-pyridine with C 58° N 107° I.

WORKUP

后处理

customCustomary work-up and recrystallisation from ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-59343c2aff284eed88b74ce2cdf19ed3
来源数据集: uspto-grants-1993_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05205962
来源说明: uspto-grants-1993_04

反应 SMILES

[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]2[CH:17]=[CH:16][C:15](Br)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[F:19][C:20]1[C:25](B(O)O)=[CH:24][CH:23]=[C:22]([F:29])[N:21]=1.C1(C)C=CC=CC=1.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(O)C>[F:19][C:20]1[C:25]([C:15]2[CH:16]=[CH:17][C:12]([C@H:9]3[CH2:10][CH2:11][C@H:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:7][CH2:8]3)=[CH:13][CH:14]=2)=[CH:24][CH:23]=[C:22]([F:29])[N:21]=1