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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12709Generated: October 27, 2026

Methanol → 1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/12709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-3-(phenylcarbonyl)-2,4(1H,3H)-pyrimidinedioneHCID 86615946—
SolventAmmoniaHCID 222—
Product1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-2,4(1H,3H)-pyrimidinedioneHCID 8661594783.6%

Reaction Steps

(1R,5S/1S,5R)-(1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-3-(phenylcarbonyl)-2,4(1H,3H)-pyrimidinedione (Prep 80, 190 mg, 0.330 mmol) was dissolved in 3% ammonia in MeOH (4 ml, 5.55 mmol). The mixture was stirred at room temperature for 3 hours the solvent was then evaporated under vacuum and the crude purified by SPE Si cartridge (20 g) eluting with Toluene/acetone 80/20 to give an oil that was then loaded through SCX (5 g) cartridge to recover the title compound (130 mg, 0.276 mmol, 4.97% yield) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-748fbad2856e4ad48b9a9f0a0b0784a7
Source noteuspto-grants-2010_06