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

Participants

Role	Name	HCID	Charge
Reactant	Isopropylamine	HCID 6363	—
Reactant	2-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-chloro-8-methyl-4H-benzo[d][1,3]oxazin-4-one	HCID 10253307	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	3-bromo-N-[4-chloro-2-methyl-6-[[(1-methylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide	HCID 11663488	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a solution of the benzoxazine 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.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09113630B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-2476aaafa714499f8647fc3a2d8fb7c3
Source note	uspto-grants-2015_08