HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (2S,5R)-4-(5-Methoxycarbonyl-pyridin-2-yl)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2S,5R)-1-Boc-2,5-dimethylpiperazine | HCID 11745988 | — |
| Reactant | Methyl 6-fluoropyridine-3-carboxylate | HCID 13758765 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (2S,5R)-4-(5-Methoxycarbonyl-pyridin-2-yl)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 67495944 | — |
Reaction Steps
A mixture of 6-fluoronicotinic acid methyl ester (200 mg, 1.29 mmol) and (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester was heated at 120° C. in DMSO (2.0 mL) with potassium carbonate (178 mg, 1.29 mmol) for 2 h. The reaction mixture was partitioned between ethyl acetate (20.0 mL) and water (5.0 mL). The organic layer was washed with water (2×5.0 mL), dried over sodium sulfate, filtered and concentrated to give the title intermediate as a yellowish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921372B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-f9776c08eeca44689b66ed6f1bf5da7a |
| Source note | uspto-grants-2014_12 |