HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-2,4(1H,3H)-pyrimidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-3-(phenylcarbonyl)-2,4(1H,3H)-pyrimidinedione | HCID 86615946 | — |
| Solvent | Ammonia | HCID 222 | — |
| Product | 1-{3-[1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hex-3-yl]propyl}-5-iodo-2,4(1H,3H)-pyrimidinedione | HCID 86615947 | 83.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07727988B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-748fbad2856e4ad48b9a9f0a0b0784a7 |
| Source note | uspto-grants-2010_06 |