HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 136384919, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 135430175 | HCID 135430175 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136384919 | HCID 136384919 | 84% |
Reaction Steps
To a stirring solution of Example 56 (0.080 g, 0.189 mmol) and pyridine (0.122 mL, 1.512 mmol) in dichloromethane was added methanesulfonyl chloride (0.017 mL, 0.227 mmol) dropwise over 5 minutes and the resulting reaction mixture stirred for 12 hours. The solution was concentrated in. vacuo and purified by flash chromatography on SiO2 eluting with a 0-100% ethyl acetate/hexane gradient yielding the title compound (0.079 g, 84% yield) as a light yellow solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.85 m, 2 H) 1.15 m, 1 H) 1.26 m, 4 H) 1.47 m, 3 H) 1.57 (s, 3 H) 1.72 m, 2 H) 2.14 m, 1 H) 2.31 (m, 1 H) 3.08 (s, 3H) 7.53 m, 1 H) 7.61 (dd, J=11.77, 2.21 Hz, 1 H) 8.15 (d, J=7.35 Hz, 1 H) 10.25 (s, 1 H) 13.83 (s, 1 H). MS (ESI+) m/z=516 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378414B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-38dfb3c88bd6423ba906c33ed4440147 |
| Source note | uspto-grants-2008_05 |