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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903312Generated: November 1, 2026

1,5-Dibromopentane → 2-Amino-5-piperidinomethylpyrrolo[2,3-d]pyrimidin-4-one

https://huagongshe.com/reaction/1903312

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,5-DibromopentaneHCID 8100—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-5-aminomethylpyrrolo[2,3-d]pyrimidin-4-oneHCID 20246377—
SolventMethanolHCID 887—
Product2-Amino-5-piperidinomethylpyrrolo[2,3-d]pyrimidin-4-oneHCID 2046854730.6%

Reaction Steps

In 4.5 ml of methanol were dissolved 151 mg of 2-amino-5-aminomethylpyrrolo[2,3-d]pyrimidin-4-one (dihydrochloride) and 138 mg of 1,5-dibromopentane, followed by addition of 2.4 ml of 1 N-sodium hydroxide. The mixture was stirred at room temperature for 4 days. The solvent was then distilled off under pressure and the residue was purified by silica gel column chromatography. The fractions containing the desired compound were pooled and after addition of an excess of hydrogen chloride/ethanol, concentrated to dryness, followed by precipitation with ether to give 45 mg of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04435569
Source datasetuspto-grants-1984_03
ORD IDord-0f71452bb0eb40b192ef1df5e3e0df32
Source noteuspto-grants-1984_03