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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036349Generated: November 3, 2026

Acetic Acid → HCID 67212082, compound

https://huagongshe.com/reaction/2036349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantOxane-3-carbaldehydeHCID 10129928—
Reactant9-(3-Aminopropyl)-2-butoxy-8-methoxy-9H-purin-6-amineHCID 23158546—
SolventDichloromethaneHCID 6344—
ProductHCID 67212082HCID 6721208270.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

Tetrahydro-2H-pyran-3-carbaldehyde (19.39 mg, 0.17 mmol) was added to 9-(3-aminopropyl)-2-(butyloxy)-8-(methyloxy)-9H-purin-6-amine (50 mg, 0.17 mmol) in DCM (1 ml). Sodium triacetoxyborohydride (72.0 mg, 0.34 mmol) and DCM (1 ml) was added followed by acetic acid (0.024 ml, 0.425 mmol). The mixture was stirred at 20° C. under nitrogen for 5 hours. The mixture was quenched with NaHCO3 (5 ml) and diluted with DCM (2 ml). The organic layer was separated using a hydrophobic frit and the solvent removed in vacuo. The sample was dissolved in 1:1 MeOH:DMSO (1 ml) and purified by Mass Directed AutoPrep (Method A). The solvent was dried under a stream of nitrogen to give the title compound as white solid (47 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575181B2
Source datasetuspto-grants-2013_11
ORD IDord-f97c761cdf204445a8c0c0141f8779d6
Source noteuspto-grants-2013_11