HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58109443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | HCID 58109118 | HCID 58109118 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58109443 | HCID 58109443 | 37.5% |
Reaction Steps
3-((R)-3-((S)-1-(3-bromophenyl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)propyl methanesulfonate (6.8 mg, 0.013 mmol) was diluted with acetonitrile (2 mL), added K2CO3 (10 mg, excess) and methanesulfonamide (2.5 mg, 2 equiv.). The mixture was stirred overnight at rt. After filtration and concentration, the residue was purified by preparative HPLC to afford N-(3-((R)-3-((S)-1-(3-bromophenyl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)propyl)methanesulfonamide (2.5 mg, 37%). LC-MS (3 min) tR=1.87 min, m/z=514, 516 (M+1). 1H NMR (CDCl3) 7.31 (m, 1H), 7.23 (m, 2H), 7.14-7.05 (m, 3H), 7.02 (t, 1H), 6.87 (d, 1H), 5.64 (q, 1H), 4.17 (m, 2H), 2.97 (s, 3H), 2.33-2.11 (m, 3H), 1.52 (d, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575156B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-8dca45c76a1d4be99ef01a4db879fb03 |
| Source note | uspto-grants-2013_11 |