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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516510Generated: October 26, 2026

Methylamine → N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/516510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant6-chloro-2-[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-8-methylbenzo[d][1,3]oxazin-4-oneHCID 23150351—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamideHCID 1151116985.1%

Reaction Steps

To a solution of the benzoxazinone product of Example 6, Step D (4.50 g, 10.18 mmol) in tetrahydrofuran (THF; 70 mL) was added methylamine (2.0 M solution in THF, 15 mL, 30.0 mmol) dropwise and the reaction mixture was stirred at room temperature for 5 minutes. The tetrahydrofuran solvent was evaporated under reduced pressure and the residual solid was purified by chromatography on silica gel to afford 4.09 g of the title compound, a compound of the present invention, as a white solid melting at 185-186° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09113630B2
Source datasetuspto-grants-2015_08
ORD IDord-4576fbe97b0043afb4e8038ec13ed2a3
Source noteuspto-grants-2015_08