Реакция #362840

ord-b0d1e0b5359340c1aa863386b79bc1a2

Уравнение реакции

C[Si](C)(C)[O-].[Na+]
sodium trimethylsilanolate
C[Si](C)(C)[O-].[Na+]
sodium trimethylsilanolate
CCOC(=O)Nc1c(F)cc(Cl)c(N)c1OC
ethyl N-(3-amino4-chloro-6-fluoro-2-methoxyphenyl)carbamate
C1CCC2=NCCCN2CC1
DBU
C1CCC2=NCCCN2CC1
DBU
[H-].[Na+]
sodium hydride
CCOC(=O)/C=C(\N)C(F)(F)F
ethyl 3-amino4,4,4-trifluorocrotonate
COc1c(N)c(Cl)cc(F)c1-n1c(=O)cc(C(F)(F)F)[nH]c1=O
title compound
COc1c(N)c(Cl)cc(F)c1-n1c(=O)cc(C(F)(F)F)[nH]c1=O
3-(3-amino4-chloro-6-fluoro-2-methoxyphenyl)-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThis compound was prepared

Методика

This compound was prepared using 4.0 grams (0.036 mole) of sodium trimethylsilanolate, 6.6 grams (0.036 mole) of ethyl 3-amino4,4,4-trifluorocrotonate, 8.5 grams (0.032 mole) of ethyl N-(3-amino4-chloro-6-fluoro-2-methoxyphenyl)carbamate, and 2.2 grams (0.014 mole) of DBU in 75 mL of DMF. This preparation differs from well-known literature preparations for pyrimidinedione rings in that sodium trimethylsilanolate and DBU were used rather than sodium hydride. The yield of title compound was 1.7 grams. The NMR spectrum was consistent with the proposed structure.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06352958B1uspto-grants-2002_03