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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903311Generated: November 2, 2026

Acetic Acid → HCID 70484543, compound

https://huagongshe.com/reaction/1903311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopentanoneHCID 8452—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 70484286HCID 70484286—
SolventMethanolHCID 887—
ProductHCID 70484543HCID 7048454368.3%

Reaction Steps

In 10 ml of dry methanol were dissolved 251 mg of 2-amino-5-aminomethyl-3-isopropyloxymethylpyrrolo[2,3-d]pyrimidin-4-one and 252 mg of cyclopentanone and the mixture was allowed to stand under stirring at room temperature for 30 min. The mixture was then cooled to 0° C. and treated with 38 mg of sodium borohydride for 2 hrs. The excess reagent was decomposed with acetic acid, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to give 218 mg of 2-amino-5-cyclopentylaminomethyl-3-isopropyloxymethylpyrrolo[2,3-d]pyrimidin-4-one. The whole amount of this product was dissolved in 60 ml of 2 N--HCl and, after nitrogen purging, hydrolyzed at 70° C. for 5 hrs. The solvent was then evaporated to dryness under reduced pressure to give 196 mg of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04435569
Source datasetuspto-grants-1984_03
ORD IDord-b05d7a23833540999e97e02ed72a01e3
Source noteuspto-grants-1984_03