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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685982Generated: November 2, 2026

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

https://huagongshe.com/reaction/1685982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylamineHCID 6363—
Reactant2-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-chloro-8-methyl-4H-benzo[d][1,3]oxazin-4-oneHCID 10253307—
SolventTetrahydrofuranHCID 8028—
Product3-bromo-N-[4-chloro-2-methyl-6-[[(1-methylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamideHCID 11663488—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-[3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one (i.e. 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148521B2
Source datasetuspto-grants-2012_04
ORD IDord-fcc0ee3d3b824ec292ce936c84c30ea0
Source noteuspto-grants-2012_04