HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1,2-Dimethyl-1H-imidazole-4-sulfonic acid {2-[3'-(2-fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl]-ethyl}-methyl-amide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2-Dimethylimidazole-4-sulfonyl chloride | HCID 2736256 | — |
| Reactant | {2-[3'-(2-Fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl]-ethyl}-methyl-amine | HCID 67368864 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,2-Dimethyl-1H-imidazole-4-sulfonic acid {2-[3'-(2-fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl]-ethyl}-methyl-amide hydrochloride | HCID 67368231 | 79% |
Reaction Steps
Dissolve {2-[3′-(2-fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-yl]-ethyl}-methyl-amine (0.059 g, 0.190 mmol) in dichloromethane (5 mL). Add triethylamine (29 μL, 0.209 mmol) followed by 1,2-dimethyl-1H-imidazole-4-sulfonyl chloride (0.041 g, 0.209 mmol) and stir at ambient temperature for 72 hr. Concentrate under reduced pressure and purify (silica gel chromatography, eluting with 20:80 to 0:100 hexanes:ethyl acetate, then 10:90 methanol:ethyl acetate, then 20:80 methanol:ethyl acetate) to give the free base of the title compound (71 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048884B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-bd2343fcb0134771882f15329b5f632b |
| Source note | uspto-grants-2011_11 |