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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930669Generated: October 31, 2026

Acetic Acid → HCID 46199743, compound

https://huagongshe.com/reaction/1930669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59333775HCID 59333775—
SolventMethanolHCID 887—
ProductHCID 46199743HCID 4619974353.2%

Reaction Steps

(5)-N2-(4-(Oxazol-5-yl)phenyl)-N4-((tetrahydrofuran-2-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (120 mg, 0.31 mmol) was dissolved in methanol (3 mL). Acetic acid (0.018 mL, 0.31 mmol) was added followed by formaldehyde (0.023 mL, 0.31 mmol). The reaction mixture was stirred at room temperature for 15 minutes and sodium cyanoborohydride (19.22 mg, 0.31 mmol) MP—CNBH3 was added. The reaction was stirred at room temperature overnight, MP—CNBH3 was filtered off and the solvent was evaporated under reduced pressure. Purification by HPLC gave (S)-6-methyl-N2-(4-(oxazol-5-yl)phenyl)-N4-((tetrahydrofuran-2-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (67.0 mg, 48%). MS (ES+) m/z 407.2 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-804bc677af554f4f920414f6749bd0de
Source noteuspto-grants-2012_05