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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930647Generated: November 1, 2026

Acetic Acid → HCID 46199583, compound

https://huagongshe.com/reaction/1930647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59333714HCID 59333714—
SolventMethanolHCID 887—
ProductHCID 46199583HCID 4619958332.3%

Reaction Steps

(R)-N2-(4-(2-Methyl-1H-imidazol-1-yl)phenyl)-N4-((tetrahydrofuran-2-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (56 mg, 0.14 mmol) was dissolved in methanol (3 mL). Acetic acid (7.91 μL, 0.14 mmol) was added followed by formaldehyde (10.28 μL, 0.14 mmol) and sodium cyanoborohydride (8.68 mg, 0.14 mmol). The reaction mixture was stirred at room temperature for 1 h and the solvent was evaporated under reduced pressure. The crude was purified by preparative HPLC yielding (R)-6-methyl-N2-(4-(2-methyl-1H-imidazol-1-yl)phenyl)-N4-((tetrahydrofuran-2-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (18.70 mg, 32.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-689f29be581d4141bd3ecd657fdb69e9
Source noteuspto-grants-2012_05