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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951284Generated: November 2, 2026

Sodium Hydroxide → 7-Chloro-2-cyclopropylpyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/1951284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178516372HCID 178516372—
Product7-Chloro-2-cyclopropylpyrazolo[1,5-a]pyrimidineHCID 84665163—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-cyclopropylpyrazolo[1,5-a]pyrimidin-7-ol (0.400 g, 2.28 mmol) and phosphorous oxychloride (4.26 ml, 45.7 mmol) in a resealable tube was heated to 100° C. After 4 hrs the solution was cooled to RT and slowly poured onto ice. The mixture was made basic using 2 N NaOH and saturated NaHCO3 and extracted with EtOAc. The combined organic fractions were washed with brine and dried with sodium sulfate. The organic phase solution was passed over a plug of silica gel and concentrated in vacuo to afford 7-chloro-2-cyclopropylpyrazolo[1,5-a]pyrimidine as a brown oil that was advanced without further purification. MS: Found M+H+=194.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404694B2
Source datasetuspto-grants-2013_03
ORD IDord-5369682248384537b96b7bcde7bb6870
Source noteuspto-grants-2013_03