HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-(4-(4-((6-(1H-Tetrazol-1-yl)pyridin-3-yloxy)methyl)-2H-1,2,3-triazol-2-yl)piperidin-1-ylsulfonyl)-2,4-dimethylthiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethyl-1,3-thiazole-5-sulfonyl chloride | HCID 2776248 | — |
| Reactant | 5-((2-(piperidin-4-yl)-2H-1,2,3-triazol-4-yl)methoxy)-2-(1H-tetrazol-1-yl)pyridine hydrochloride | HCID 68746624 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(4-(4-((6-(1H-Tetrazol-1-yl)pyridin-3-yloxy)methyl)-2H-1,2,3-triazol-2-yl)piperidin-1-ylsulfonyl)-2,4-dimethylthiazole | HCID 25174269 | — |
Reaction Steps
To a solution of 5-((2-(piperidin-4-yl)-2H-1,2,3-triazol-4-yl)methoxy)-2-(1H-tetrazol-1-yl)pyridine hydrochloride (Intermediate 15, 0.050 g, 0.153 mmol), dichloromethane (1.5 mL), and triethyl amine (0.043 mL, 0.306 mmol) was added 2,4-dimethyl-thiazole-5-sulfonyl chloride (0.049 g, 0.229 mmol) and the reaction stirred at room temperature for 2 hours. The solution was concentrated and purified by flash column chromatography on silica gel eluting with 0-100% ethyl acetate in hexanes to afford the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183381B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-22346bbc1c3744bea0cb85aa95565a26 |
| Source note | uspto-grants-2012_05 |