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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930695Generated: October 26, 2026

Dichloromethane → N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4-(3-methoxybenzyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine

https://huagongshe.com/reaction/1930695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(2-(3-methoxyphenyl)acetyl)dihydro-2H-pyran-4(3H)-oneHCID 59333788—
ReactantHCID 178493227HCID 178493227—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4-(3-methoxybenzyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amineHCID 593337996.2%

Reaction Steps

1-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)guanidine (85 mg, 0.35 mmol), 3-(2-(3-methoxyphenyl)acetyl)dihydro-2H-pyran-4(3H)-one (86 mg, 0.35 mmol) and potassium carbonate (47.9 mg, 0.35 mmol) in ethanol (2 mL) were heated to 60° C. over night. DCM and water were added and the organic phase was separated and the solvent was removed under reduced pressure. The crude product was purified by preparative HPLC yielding N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4-(3-methoxybenzyl)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-amine (10.00 mg, 6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-8af0c915234f4d419e86b757bd802483
Source noteuspto-grants-2012_05