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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255870Generated: October 31, 2026

1,1'-Carbonyldiimidazole → N-cyclopropyl-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzamide

https://huagongshe.com/reaction/1255870

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantCyclopropylamineHCID 69828—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-[6-(1-Methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acidHCID 68775378—
SolventDimethylformamideHCID 6228—
ProductN-cyclopropyl-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzamideHCID 59603904—

Reaction Conditions

Temperature120 °C

Reaction Steps

4-[6-(1-Methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acid (50 mg, 0.16 mmol) was dissolved in DMF (2 mL). Resin bound CDI (288 mg, 0.4 mmol), HOBT (26 mg, 0.17 mmol), and cyclopropylamine (20 mg, 0.32 mmol) was added. The reaction was sealed and heated in the microwave at 120° C. for 20 minutes. The reaction was cooled to ambient temperature, filtered and purified by reverse phase chromatography to give N-cyclopropyl-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzamide as a yellow solid: LC/MS [M+H]=359.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461162B2
Source datasetuspto-grants-2013_06
ORD IDord-12e3b6ad07d540a78e85673b3ad3029c
Source noteuspto-grants-2013_06