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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516838Generated: October 27, 2026

Phosphorus oxychloride → 5-benzyl-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-2-amine

https://huagongshe.com/reaction/1516838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-amino-3,5-dihydro-5-benzyl-4H-Pyrrolo[3,2-d]pyrimidin-4-oneHCID 135987485—
Product5-benzyl-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-2-amineHCID 5769361740%

Reaction Conditions

Temperature116 °C

Reaction Steps

A mixture of 2-amino-5-benzyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (1.1 g, 7.4 mmol) and POCl3 (7 mL, 74 mmol) was heated at 116° C. for 3 h. Upon completion of the reaction, the reaction mixture was poured into ice and extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by column chromatography, eluting with CH2Cl2/Acetone (3:1), afforded the product as a white solid (490 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227601B2
Source datasetuspto-grants-2012_07
ORD IDord-bbd6dbecd94f49bd82028e2c9c32f8b0
Source noteuspto-grants-2012_07