HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → HCID 25255271, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 67528662 | HCID 67528662 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 25255271 | HCID 25255271 | 88% |
Reaction Steps
Methyl 4-{5-[3-amino-4-(dimethylamino)phenyl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate was taken up in Pyridine (750 μL) and mesylchloride (40 μL; 0.46 mmol) was added and stirred at RT for 72 h. After the time, the reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography (DCM:MeOH from 100:0 to 90:10) to give the title compound as a yellow powder (150 mg; 88%, 2 steps). 1H NMR (DMSO-d6, 300 MHz) δ 9.07 (bs, 1H), 8.13-8.08 (m, 1H), 8.04-7.91 (m, 4H), 7.23 (d, J=8.7 Hz, 1H), 3.90 (s, 3H), 3.14 (s, 3H), 2.88 (s, 6H). LC/MS (Method B): 435.3 (M+H)+. HPLC (Method A) Rt. 4.33 min (purity: 94.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-7a1a5e3e85b24831a5aec46547889f92 |
| Source note | uspto-grants-2012_06 |