HRID1971694

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1cccc(F)n1

HCID16427115

2-Fluoro-6-(tributylstannyl)pyridine

C17H30FNSn

结构：COc1cc2c(cc1Br)-c1c(-c3cncs3)c3c(n1CC2)C(=O)N(C(C)(C)C)CCOC3

HCID58124817

未命名化合物

PRODUCTS

生成物

结构：COc1cc2c(cc1-c1cccc(F)n1)-c1c(-c3cncs3)c3c(n1CC2)C(=O)N(C(C)(C)C)CCOC3

HCID58124827

未命名化合物

收率 72.7%

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HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of 80 mg of 11i, 90 mg of 2-fluoro-6-tributylstannylpyridine and 25 mg of Pd(PPh3)4 in 5 ml of degassed toluene was heated at 110° C., under N2 atmosphere, during 48 hr. The reaction mixture was applied to a silica gel column and eluted with a gradient of heptane/acetone. The isolated product was treated with diethyl ether and provided 60 mg of 11k as white crystalline material; Mp: 232-234° C.; Rf 0.45 (heptane/acetone 1/1).

WORKUP

后处理

washeluted with a gradient of heptane/acetone
additionThe isolated product was treated with diethyl ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d6538c7df5314856a96a68833c2cf047
来源数据集: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08431564B2
来源说明: uspto-grants-2013_04

反应 SMILES

Br[C:2]1[C:3]([O:31][CH3:32])=[CH:4][C:5]2[CH2:6][CH2:7][N:8]3[C:14]4[C:15](=[O:25])[N:16]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:17][CH2:18][O:19][CH2:20][C:13]=4[C:12]([C:26]4[S:30][CH:29]=[N:28][CH:27]=4)=[C:9]3[C:10]=2[CH:11]=1.[F:33][C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([Sn](CCCC)(CCCC)CCCC)[N:35]=1>C1(C)C=CC=CC=1.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:21]([N:16]1[C:15](=[O:25])[C:14]2[N:8]3[CH2:7][CH2:6][C:5]4[CH:4]=[C:3]([O:31][CH3:32])[C:2]([C:36]5[CH:37]=[CH:38][CH:39]=[C:34]([F:33])[N:35]=5)=[CH:11][C:10]=4[C:9]3=[C:12]([C:26]3[S:30][CH:29]=[N:28][CH:27]=3)[C:13]=2[CH2:20][O:19][CH2:18][CH2:17]1)([CH3:22])([CH3:23])[CH3:24]