HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 21906247, compound → HCID 89486133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 21906247 | HCID 21906247 | — |
| Reactant | HCID 77230833 | HCID 77230833 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89486133 | HCID 89486133 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of 2-(1,3-dithian-2-yl)pyrimidine (0.583 g, 2.94 mmol) in THF (50 ml) was added n-butyllithium (1.679 ml, 4.20 mmol, 2.5 M) by syringe at −78° C. The mixture was stirred at −78° C. for 0.5 h. Then tert-Butyl 4-(chlorocarbonyl)-piperidine-1-carboxylate (0.52 g, 2.1 mmol) in THF was added via syringe, and the mixture was stirred at −78° C. for 1 h. The reaction was quenched with aqueous NH4Cl, and diluted with ethyl acetate. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated. The resulting crude material was purified on a silica gel column (ethyl acetate/hexane) to give the title compound. LC-MS m/e 354.08 [M+1−56]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006268B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-f3b8a5b4fa9547d281cd8658106575fc |
| Source note | uspto-grants-2015_04 |