HRID1696909

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ccco1

HCID4393688

2-(Tributylstannyl)furan

C16H30OSn

结构：CCOC(=O)c1cn(Cc2ccc(OC)cc2OC)c2nc(Cl)c(F)cc2c1=O

HCID13937202

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1cn(Cc2ccc(OC)cc2OC)c2nc(-c3ccco3)c(F)cc2c1=O

HCID67275183

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：Cl[Pd](Cl)([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1

催化剂HCID178418476

未命名化合物

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of Example 7F (210 mg), 2-(tributylstannyl)furan (220 μL) and dichlorobis(triphenyl-phosphine)palladium (II) (10.5 mg) in toluene (8 mL) was heated at 80° C. for 3 hours then cooled and filtered through diatomaceous earth (Celite®) with ethyl acetate. The filtrate was dried (Na2SO4), filtered, and concentrated; and the concentrate was flash chromatographed on silica gel with heptane then dichloromethane.

WORKUP

后处理

temperaturethen cooled
filtrationfiltered through diatomaceous earth (Celite®) with ethyl acetate
dry with materialThe filtrate was dried (Na2SO4)
filtrationfiltered
concentrationconcentrated
customchromatographed on silica gel with heptane

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a8643dcb8e1e443d8d92ab4ca2d3cd1a
来源数据集: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08163769B2
来源说明: uspto-grants-2012_04

反应 SMILES

Cl[C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8][N:9]2[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[CH:4][C:3]=1[F:29].C([Sn](CCCC)(CCCC)[C:35]1[O:36][CH:37]=[CH:38][CH:39]=1)CCC>C1(C)C=CC=CC=1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:22][O:21][C:14]1[CH:15]=[C:16]([O:19][CH3:20])[CH:17]=[CH:18][C:13]=1[CH2:12][N:9]1[C:10]2[C:5](=[CH:4][C:3]([F:29])=[C:2]([C:35]3[O:36][CH:37]=[CH:38][CH:39]=3)[N:11]=2)[C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8]1