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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685977Generated: November 2, 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/1685977

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 numberUS08148521B2
Source datasetuspto-grants-2012_04
ORD IDord-4561a423597b423b834fde1d7292d6fd
Source noteuspto-grants-2012_04