HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66664684, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-chloro-6-nitroquinoline | HCID 236924 | — |
| Reactant | Tert-butyl (piperidin-4-ylmethyl)carbamate | HCID 723429 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66664684 | HCID 66664684 | 23% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 7-chloro-6-nitro-quinoline (974 mg, 4.67 mmol) in N,N-dimethylformamide (25 mL) were added potassium carbonate (1.93 g, 14.01 mmol) and piperidin-4-ylmethyl-carbamic acid tert-butyl ester (1.00 g, 4.67 mmol) and the resulting mixture was heated at 100° C. overnight. The reaction mixture was cooled and partitioned between water (500 mL) and ethyl acetate (300 mL). The organic layer was separated, washed twice with water (500 mL), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude residue was purified twice by flash chromatography to afford 415 mg of [1-(6-nitro-quinolin-7-yl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255110B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-bf181770a36b456ea198d81616074d1c |
| Source note | uspto-grants-2016_02 |