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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624700Generated: October 31, 2026

Methyl chloroformate → Methyl 7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-ylcarbamate

https://huagongshe.com/reaction/624700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Amino-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehydeHCID 58313763—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-ylcarbamateHCID 58313737—

Reaction Conditions

Temperature60 °C

Reaction Steps

To 5-amino-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (50 mg, 0.23 mmol) in 1.0 mL tetrahydrofuran was added methyl chloroformate (35 ul, 0.46 mmol) and DIEA (39 ul). The reaction mixture was heated at 60° C. for one hour. The reaction was partitioned between ethyl acetate/water. The organic layer was collected, dried over sodium sulfate, and concentrated under high vacuum to yield methyl 7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-ylcarbamate. The crude product was taken to next step without further purification. LCMS (M+1=276)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303033B2
Source datasetuspto-grants-2016_04
ORD IDord-2fd505ff9b784a54b2cd54e4757150ad
Source noteuspto-grants-2016_04