HRID1582112

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[C]1=CCN(C(=O)OC(C)(C)C)CC1

HCID12094207

tert-Butyl 4-(tributylstannyl)-3,6-dihydropyridine-1(2H)-carboxylate

C22H43NO2Sn

HCID60117385

未命名化合物

PRODUCTS

生成物

结构：COC(=O)Nc1nc2c(OC)ccc(C3=CCN(C(=O)OC(C)(C)C)CC3)c2s1

HCID86588830

未命名化合物

收率 36.2%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

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HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度: 100 °C

PROCEDURE

实验过程

To a stirred solution of 2.2 g (0.006 Mol) (7-iodo-4-methoxy-benzothiazol-2-yl)-carbamic acid methyl ester in 60 ml DMF were added 3.4 g (0.007 Mol) 4-tributylstannanyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, 0.424 g (0.001 Mol) PdCl2(PPh3)2 and 0.12 g (0.001 Mol) CuI. The mixture was heated at 100° C. for 19 h and then concentrated in vacuo. Flash chromatography (ethyl acetate/hexane 1:1) afforded 0.91 g (36%) 4-(4-methoxy-2-methoxycarbonylamino-benzothiazol-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester as a light yellow foam. ES-MS m/e (%): 362 ([M+H]+, 100).

WORKUP

后处理

concentrationconcentrated in vacuo