Réaction #792157

Équation de réaction

benzoxazinone

2-[1-(3-Chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-one

isopropylamine

diethyl ether

→

title compound

Rendement 87.3%

1-(3-Chloro-2-pyridinyl)-N-[2-methyl-6-[[(1-methylethyl)-amino]carbonyl]phenyl]-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

Rendement 87.3%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONthe suspension thinned during the addition
2. 2
   TempératureThe reaction mixture was then warmed
3. 3
   Températureto reflux for 1.5 h
4. 4
   AutreA new suspension formed
5. 5
   AutreThe solids were collected
6. 6
   Lavagewashed with ether
7. 7
   AutreThe solids were air-dried
8. 8
   Autredried in vacuo at 90° C. for 5 h

Mode opératoire

To a suspension of the benzoxazinone product of Step D (124 g, 300 mmol) in dichloromethane (500 mL) was added dropwise isopropylamine (76 mL, 900 mmol) at room temperature. The temperature of the reaction mixture rose and the suspension thinned during the addition. The reaction mixture was then warmed to reflux for 1.5 h. A new suspension formed. The reaction mixture was cooled to room temperature and diethyl ether (1.3 L) was added and the mixture stirred at room temperature overnight. The solids were collected and washed with ether. The solids were air-dried and then dried in vacuo at 90° C. for 5 h to yield 122 g of the title compound, a compound of the present invention, as a fluffy white solid, melting at 194-196° C.

Source