Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-trifluoromethyl-(1,3,4)thiadiazole | HCID 13246789 | — |
| Reactant | 5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-furo[2,3-c]pyridine | HCID 86694580 | — |
| Solvent | Water | HCID 962 | — |
| Product | Diisopropyl Ether | HCID 7914 | — |
| Product | 5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-[1-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperidin-4-yl]-furo[2,3-c]pyridine | HCID 86694585 | — |
Reaction Steps
A mixture of 5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-furo[2,3-c]pyridine (HCl salt, 70 mg), 2-chloro-5-trifluoromethyl-[1,3,4]thiadiazole (35 mg), K2CO3 (55 mg), and dimethyl sulfoxide (3 mL) is stirred at 60° C. overnight. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are washed with brine, dried (Na2SO4), and concentrated. The residue is triturated with methanol and then with diisopropylether to give the title compound. LC (method 1): tR=0.94 min; Mass spectrum (ESI+): m/z=514 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09012456B2 |
|---|
| Source dataset | uspto-grants-2015_04 |
|---|
| ORD ID | ord-ed1f1d48faa14d9886d38d67b650ab86 |
|---|
| Source note | uspto-grants-2015_04 |
|---|
