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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920361Generated: October 31, 2026

Potassium Carbonate → 8-Chloro-3,4-dihydro-1H-pyrimido[1,6-A]pyrimidin-6(2H)-one

https://huagongshe.com/reaction/920361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-(3-bromopropyl)-2,6-dichloropyrimidin-4-amineHCID 86676391—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product8-Chloro-3,4-dihydro-1H-pyrimido[1,6-A]pyrimidin-6(2H)-oneHCID 13574188255.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of N-(3-bromopropyl)-2,6-dichloropyrimidin-4-amine (47 g, 165 mmol) and potassium carbonate (68.4 g, 495 mmol) in 1,4-dioxane (100 mL) and water (100 mL), was heated to 60° C. overnight. The mixture was evaporated to remove the dioxane solvent and the mixture was adjusted to pH ˜6 with HCl (6M). The mixture was extracted with ethyl acetate to remove by product and aqueous phase was adjusted to pH ˜7 with NaOH (2M), evaporated to afford the title compound (17 g, 55% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273054B2
Source datasetuspto-grants-2016_03
ORD IDord-363685049e044985bc56aceed9d34aa9
Source noteuspto-grants-2016_03