Reaction #792169

Reaction equation

benzoxazinone

2-[3-Bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one

isopropylamine

→

title compound

3-Bromo-N-[4-chloro-2-methyl-6-[[(1-methylethyl)amino]-carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   Temperaturecooled to room temperature
2. 2
   OtherThe tetrahydrofuran solvent was evaporated under reduced pressure
3. 3
   Otherthe residual solid was triturated with ether
4. 4
   Filtrationfiltered
5. 5
   Otherdried

Procedure

To a solution of the benzoxazinone product of Step E (0.20 g, 0.44 mmol) in tetrahydrofuran was added isopropylamine (0.122 mL, 1.42 mmol), and the reaction mixture was heated to 60° C. for 90 minutes and then cooled to room temperature. The tetrahydrofuran solvent was evaporated under reduced pressure, and the residual solid was triturated with ether, filtered, and dried to afford the title compound, a compound of the present invention, as a solid (150 mg), m.p. 159-161° C.

Source