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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348512Generated: November 1, 2026

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 11599839, compound

https://huagongshe.com/reaction/1348512

Reaction equation

Participants

RoleNameHCIDCharge
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—
ReactantHCID 12056619HCID 12056619—
Reactant2H-1,2-Benzoxazin-3(4H)-oneHCID 19937448—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11599839HCID 11599839—

Reaction Conditions

Temperature80 °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) (0.23 g, 0.51 mmol) in tetrahydrofuran was added 1-trimethylsilylmethylthio-2-propylamine (0.103 g, 0.58 mmol), and the reaction mixture was heated to 80° C. for 3 hours and then cooled to room temperature. The tetrahydrofuran solvent was evaporated under reduced pressure, and the residual solid was chromatographed on silica gel with hexanes/ethyl acetate as eluent (5:1) to afford the title compound, a compound of the present invention, as a white solid (73 mg), m.p. 151–153° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211270B2
Source datasetuspto-grants-2007_05
ORD IDord-2451783c3088478a86caaac2e1b561ff
Source noteuspto-grants-2007_05