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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61941Generated: October 30, 2026

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

https://huagongshe.com/reaction/61941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylamineHCID 6363—
ReactantTetrahydrofuranHCID 8028—
Reactant6-chloro-2-[3-chloro-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-oneHCID 21113390—
Product3-chloro-N-[4-chloro-2-methyl-6-[[(1-methylethyl)amino]-carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamideHCID 23154316—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 6-chloro-2-[3-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-one (e.g, the benzoxazinone product of Step E) (6.21 g, 15.21 mmol) in tetrahydrofuran (100 mL) was added isopropylamine (4.23 g, 72.74 mmol) and the reaction mixture was then heated to 60° C., stirred for 1 hour and then cooled to room temperature. The tetrahydrofuran solvent was evaporated under reduced pressure, and the residual solid was purified by chromatography on silica gel to afford the title compound, a compound of the present invention, as a white solid (5.05 g) melting at 173-175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09445593B1
Source datasetuspto-grants-2016_09
ORD IDord-4af3ca5c424b493ba1625546cb602eb3
Source noteuspto-grants-2016_09