HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-(6-Oxo-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Chloronicotinamide | HCID 80456 | — |
| Reactant | 5-Hydroxy-2-tetralone | HCID 5103527 | — |
| Product | 6-(6-Oxo-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-nicotinamide | HCID 59750676 | 52.7% |
Reaction Steps
Using a method similar to Intermediate 1, using 5-hydroxy-2-tetralone (J. Med. Chem. (1978), 21(9), 913-22) (1.98 g, 12.1 mmol), 6-chloronicotinamide (1.90 g, 12.1 mmol) and K2CO3 (2.52 g, 18.2 mmol) gives the title compound (1.80 g), after purification on silica gel (50% THF/DCM), as an amber foam. Mass spectrum (ion spray): m/z=283 (M+1); 1HNMR (DMSO-d6): 8.55 (s, 1H), 8.24 (d, 1H), 8.00 (s, 1H), 7.46 (s, 1H), 7.25 (d, 2H), 7.08 (m, 2H), 7.00 (d, 1H), 3.64 (s, 2H), 2.77 (t, 2H), 2.34 (t, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101638B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-6c6bf4fcffaf4ca2882e92a35c842103 |
| Source note | uspto-grants-2012_01 |