HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Nicotinate → 6-[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-(tetrahydro-pyran-4-yl)-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Nicotinate | HCID 7151 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Reactant | 6-[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester | HCID 68444066 | — |
| Product | 6-[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-(tetrahydro-pyran-4-yl)-nicotinamide | HCID 68442028 | 47% |
Reaction Steps
As described for example 84f, 6-[3-(5-chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (108 mg, 0.3 mmol) was converted, instead of [64342-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester, using 4-aminotetrahydropyran instead of 2,2,2-trifluoroethylamine, to the title compound (61 mg, 47%) which was obtained as a white solid. MS: m/e=429.5 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846719B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-833220dfd8f64c998f1a47b07821ff29 |
| Source note | uspto-grants-2014_09 |