HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(5-Phenylethynyl-pyridin-3-yl)-methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 5-Phenylethynyl-pyridin-3-ylamine dihydrochloride | HCID 67047697 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-Phenylethynyl-pyridin-3-yl)-methanesulfonamide | HCID 67047793 | 75% |
Reaction Steps
Add methanesulfonyl chloride (0.035 mL, 0.45 mmol) to a solution of 5-phenylethynyl-pyridin-3-ylamine dihydrochloride, (prepared as described in EXAMPLE 155), (0.120 g, 0.45 mmol) and pyridine (0.075 mL, 0.90 mmol) in dichloromethane (2.5 mL) at 0° C. Warm to room temperature and stir overnight. Add pyridine (0.020 mL, 0.24 mmol) and methanesulfonyl chloride (0.010 mL, 0.11 mmol), stir for 20 h and add water. Separate the layers and concentrate the organic phase. Purify by silica gel chromatography, eluting with 1.1 hexanes:ethyl acetate, to give the title compound (0.091 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915424B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1618e591cce1401cbc1c3458dc1ec357 |
| Source note | uspto-grants-2011_03 |