HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 136124377, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 136337592 | HCID 136337592 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136124377 | HCID 136124377 | 84% |
Reaction Steps
To a stirring solution of Example 165 (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 -0.39 (m, 1H) −0.13 (m, 1H) 0.03 (m, 2H) 0.21 (m, 1H) 1.24 (m, 1H) 1.43 (s, 3H) 1.78 (m, 1H) 1.99 (m, 1H) 3.01 (s, 3H) 7.38 (m, 3H) 7.50 (m, 3H) 8.07 (d, J=7.35 Hz, 1H) 9.92 (s, 1H) 15.36 (s, 1H).). MS (ESI+) m/z=502 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538105B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-ccf33080da1f47d4968c2626c652cdb3 |
| Source note | uspto-grants-2009_05 |