反应 #312640

ord-b6f1d9a9f6e644cfa86965f3b6902012

反应方程式

O=P(Cl)(Cl)Cl
Phosphorus oxychloride
COCOc1cc(Cl)c(F)cc1C(=O)[O-].[Li+]
lithium 4-chloro-5-fluoro-2-(methoxymethoxy)benzoate
NC(=O)c1sccc1N
3-aminothiophene-2-carboxamide
COCOc1cc(Cl)c(F)cc1C(=O)Nc1ccsc1C(N)=O
3-{[4-chloro-5-fluoro-2-(methoxymethoxy)benzoyl]amino}thiophene-2-carboxamide

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

实验过程

n-butyllithium was added to a diethyl ether solution of 1-bromo-4-chloro-5-fluoro-2-(methoxymethoxy)benzene in a dry ice-acetone bath and stirred for one hour. The reaction solution was added to a mixture of dry ice and diethyl ether and stirred for two hours to give lithium 4-chloro-5-fluoro-2-(methoxymethoxy)benzoate. Phosphorus oxychloride was added to a mixture of the obtained lithium 4-chloro-5-fluoro-2-(methoxymethoxy)benzoate, 3-aminothiophene-2-carboxamide and pyridine in a MeOH ice bath and stirred for one hour to give 3-{[4-chloro-5-fluoro-2-(methoxymethoxy)benzoyl]amino}thiophene-2-carboxamide.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07557112B2uspto-grants-2009_07