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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403493Generated: October 30, 2026

Isoamyl Nitrite → 1-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-3-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/403493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsoamyl NitriteHCID 8053—
Reactant5-amino-1-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-3-methyl-1H-pyrazole-4-carboxylic acid ethyl esterHCID 68378902—
SolventTetrahydrofuranHCID 8028—
Product1-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-3-methyl-1H-pyrazole-4-carboxylic acid ethyl esterHCID 68378978—

Reaction Conditions

Temperature70 °C

Reaction Steps

5-Amino-1-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-3-methyl-H-pyrazole-4-carboxylic acid ethyl ester (16) (923 mg, 1.76 mmol) was dissolved in 15 ml of THF and after addition of isoamylnitrite (620 mg, 5.29 mmol) the reaction mixture was stirred for 12 h at 70° C. The reaction mixture was evaporated under reduced pressure and purified by chromatography (10-50% EtOAc in cyclohexane, 30 min) to afford a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748435B2
Source datasetuspto-grants-2014_06
ORD IDord-35925b2f21c74fcb8c4daa7d6ffdef9e
Source noteuspto-grants-2014_06