HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-[2-Oxo-2-(3-oxo-3,4dihydro-2H-benzo[1,4]thiazin-6yl)-ethyl]-piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin 4yl)-amide oxalate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin-4-yl)-amide | HCID 11231497 | — |
| Reactant | 6-(Chloroacetyl)-2H-1,4-benzothiazin-3(4H)-one | HCID 16218075 | — |
| Reactant | Ethylacetate methanol | HCID 21584119 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[2-Oxo-2-(3-oxo-3,4dihydro-2H-benzo[1,4]thiazin-6yl)-ethyl]-piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin 4yl)-amide oxalate | HCID 131726283 | — |
Reaction Steps
A mixture of piperidine (1f) (0.39 g) and potassium carbonate (0.2 g) in N,N-dimethylformamide (13 ml) was treated with (a) (0.33 g). After 7 hours the mixture was evaporated and the residue partitoned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic extract was dried and evaporated to give a brown oil. Chromatography on silica eluting with a methanol/ethyl acetate gradient afforded the free base of the title compound as an oil (0.19 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186730B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-706ffe303b33424490fe5d355eb141af |
| Source note | uspto-grants-2007_03 |