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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64338Generated: October 29, 2026

Potassium Carbonate → 5-amino-1-(5-nitro-2-((tetrahydro-2H-pyran-2-yloxy)methyl)phenyl)-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/64338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-fluoro-4-nitrobenzyloxy)-tetrahydro-2H-pyranHCID 117668254—
ReactantHCID 178513497HCID 178513497—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product5-amino-1-(5-nitro-2-((tetrahydro-2H-pyran-2-yloxy)methyl)phenyl)-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamideHCID 11766810780%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide (27.6 mg, 0.1 mmol) in DMF (3 mL) and CH3CN (5 mL) was added 2-(2-fluoro-4-nitrobenzyloxy)-tetrahydro-2H-pyran (25.5 mg, 0.1 mmol) and K2CO3 (27.6 mg, 0.2 mmol). After stirring at 80° C. under N2 for 16 hr, the mixture was concentrated and recrystallized with PE/EA to afford 40 mg (80%) of 5-amino-1-(5-nitro-2-((tetrahydro-2H-pyran-2-yloxy)methyl)phenyl)-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide as a yellow solid. MS (ESI) m/e [M+1]+ 512.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447106B2
Source datasetuspto-grants-2016_09
ORD IDord-ee7c36984505426496b56da183026998
Source noteuspto-grants-2016_09