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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532137Generated: November 3, 2026

Hydrochloric Acid → 5-(5-Chloromethyl-2-n-propoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo-[4,3-d]pyrimidin-7-one

https://huagongshe.com/reaction/1532137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
Reactant1-Methyl-5-(2-propoxyphenyl)-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-oneHCID 135738547—
SolventWaterHCID 962—
Product5-(5-Chloromethyl-2-n-propoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo-[4,3-d]pyrimidin-7-oneHCID 13611620970%

Reaction Conditions

Temperature120 °C

Reaction Steps

1-Methyl-5-(2-n-propoxyphenyl)-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (0.80 g, 0.00246 mol) was added portionwise to stirred concentrated hydrochloric acid (10 ml) at room temperature. Paraformaldehyde (0.20 g, 0.00246 mol) was then added and the resulting solution stirred at 120° C. for 22 hours. The reaction mixture was cooled and poured into ice and water (50 g), then the resulting mixture extracted with ethyl acetate (3×30 ml). The organic extracts were combined, dried (Na2SO4) and evaporated under vacuum to give a white solid. Trituration with ether, followed by crystallisation from ethyl acetate-hexane, gave the title compound as colourless crystals (0.65 g, 70%), m.p. 102-104° C. Found: C,60,91; H,6.14; N,14.94. C19H23CIN4O2 requires C,60.88; H,6.18; N,14.95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06200980B1
Source datasetuspto-grants-2001_03
ORD IDord-c25975d6aa1d4ef7a07c2c145caa3e30
Source noteuspto-grants-2001_03