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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275326Generated: October 25, 2026

Nitric Acid → 5-[(2R)-2-(2,5-Difluorophenyl)-1-pyrrolidinyl]-3-nitropyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/2275326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
Reactant(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidineHCID 67329909—
SolventTrifluoroacetic acidHCID 6422—
Product5-[(2R)-2-(2,5-Difluorophenyl)-1-pyrrolidinyl]-3-nitropyrazolo[1,5-a]pyrimidineHCID 6732981958%

Reaction Steps

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine (3.3 g, 10.99 mmol), was dissolved in 25 mL TFA at ambient temperature to give a clear yellowish solution, then nitric acid (3.434 mL, 54.94 mmol) was added drop-wise to the solution with rapid stirring. After addition, the reaction mixture was stirred for another 15 minutes at ambient temperature, then quenched by pouring onto ice with rapid stirring. The resulting yellowish suspension was filtered, rinsed with water, then the solid was triturated with MeOH (50 mL, with brief sonication), and vacuum-filtered, giving the pure product as a fine off-white powder (2.2 g, 58% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127013B2
Source datasetuspto-grants-2015_09
ORD IDord-71055205699048d2bb5a58308bf4f4c1
Source noteuspto-grants-2015_09