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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519294Generated: October 29, 2026

Formaldehyde → (R)-5-Bromo-3-(5-(3,4-dimethylpiperazin-1-yl)pyridin-2-ylamino)-1-methylpyridin-2(1H)-one

https://huagongshe.com/reaction/519294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantWaterHCID 962—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(R)-5-bromo-1-methyl-3-(5-(3-methylpiperazin-1-yl)pyridin-2-ylamino)pyridine-2(1H)-oneHCID 86683713—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product(R)-5-Bromo-3-(5-(3,4-dimethylpiperazin-1-yl)pyridin-2-ylamino)-1-methylpyridin-2(1H)-oneHCID 8668371490%

Reaction Steps

To a solution of 108d (300 mg, 0.8 mmol) in methanol (8 mL) was added two drops of acetic acid, 30% formaldehyde solution (0.5 mL), and sodium triacetoxyborohydride (354 mg, 1.6 mmol) at room temperature. Then the mixture was stirred at room temperature for 1 h. At the end of reaction, water (10 mL) was added and the mixture was extracted with ethyl acetate (20 mL×2). The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 108e as a brown solid (280 mg, 90%). LCMS: [M+H]+ 392

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115152B2
Source datasetuspto-grants-2015_08
ORD IDord-91bb58402e5a4e96a0032deff2892499
Source noteuspto-grants-2015_08