HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl {6-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | (6-(Tert-butoxycarbonylamino)pyridin-2-yl)methyl methanesulfonate | HCID 19349110 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl {6-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl}carbamate | HCID 86731662 | — |
Reaction Steps
To a solution {6-[(tert-butoxycarbonyl)amino]pyridin-2-yl}methyl methanesulfonate (156 mg, 0.518 mmol) in acetonitrile (2.5 mL) was added N-methyl piperazine (103 mg, 1.03 mmol) and potassium carbonate (214 mg, 1.55 mmol) at room temperature. After 16 hours, the reaction mixture was quenched with saturated aqueous sodium bicarbonate, partially concentrated under reduced pressure, and then diluted with ethyl acetate. The organic layer was separated, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford tert-butyl {6-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl}carbamate that was used without further purification. MS ESI calc'd for C16H27N4O2 [M+H]+ 307. found 307.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216173B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4bd29ced17fe435392db5cad3b2dc9fe |
| Source note | uspto-grants-2015_12 |