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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81416Generated: October 31, 2026

Formaldehyde → 5-methyl-7-((1-methylpyrrolidin-2-yl)methyl)-3-(phenylamino)-2-(4-(pyridin-2-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

https://huagongshe.com/reaction/81416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5-methyl-3-(phenylamino)-2-(4-(pyridin-2-yl)benzyl)-7-(pyrrolidin-2-ylmethyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 42642578—
SolventMethanolHCID 887—
Product5-methyl-7-((1-methylpyrrolidin-2-yl)methyl)-3-(phenylamino)-2-(4-(pyridin-2-yl)benzyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 42642579—

Reaction Steps

5-methyl-3-(phenylamino)-2-(4-(pyridin-2-yl)benzyl)-7-(pyrrolidin-2-ylmethyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione is dissolved in CH3OH (200 μL), and then 37% formaldehyde (2.3 μL) is added at room temperature. After 5 min, NaBH3CN (1.8 mg, 0.028 mmol) in CH3OH (100 μL) is added. The reaction mixture is stirred at r.t. for 30 min. The mixture is purified by HPLC to give pure product as white solids. MS (ESI) m/z 522.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846693B2
Source datasetuspto-grants-2014_09
ORD IDord-787cb5e9678948418c936b964cb1467e
Source noteuspto-grants-2014_09