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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930583Generated: October 31, 2026

Acetic Acid → HCID 46198655, compound

https://huagongshe.com/reaction/1930583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59333755HCID 59333755—
SolventMethanolHCID 887—
ProductHCID 46198655HCID 46198655107.6%

Reaction Steps

2-((2-(4-(1-Methyl-1H-pyrazol-4-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)(phenyl)amino)ethanol (40 mg, 0.09 mmol) was dissolved in methanol (2 mL). Acetic acid (1.037 μL, 0.02 mmol) was added followed by formaldehyde (0.014 mL, 0.18 mmol). The reaction mixture was stirred at room temperature for 30 minutes before sodium cyanoborohydride (11.39 mg, 0.18 mmol) was added. After 20 minutes the solvent was evaporated under reduced pressure, the crude dissolved in few drops of DMF and acetonitrile, filtered and purified by preparative HPLC yielding 2-((6-methyl-2-(4-(1-methyl-1H-pyrazol-4-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)(phenyl)amino)ethanol (9.8 mg, 21%) as acetic acid salt. MS (ESI) (M+H) m/z 456;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-edc8a28ece1042f49a09ff45f830b2a0
Source noteuspto-grants-2012_05