HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-tert-butyl 2-(5-ethynyl-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-tert-butyl 2-(5-((trimethylsilyl)ethynyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate | HCID 58498689 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-tert-butyl 2-(5-ethynyl-1H-imidazol-2-yl)pyrrolidine-1-carboxylate | HCID 58498809 | 49.6% |
Reaction Steps
K2CO3 (118 mg, 0.855 mmol) was added to a solution of (S)-tert-butyl 2-(5-((trimethylsilyl)ethynyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (950 mg, 2.85 mmol) in MeOH (25 mL) and the reaction mixture was stirred at RT for 1 h and then heated at 25° C. for 3 h. The reaction was concentrated to remove the volatiles and the residue was taken into MeOH and filtered through a Strata XC MCX cartridge. The cartridge was washed with methanol and the compound was release from the cartridge by eluting with a solution of 2M of ammonia/methanol (40 mL) and concentrated to give a (S)-tert-butyl 2-(5-ethynyl-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (530 mg, 1.41 mmol, 49.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618153B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-072e82080eca4d7a96247fad98cc0879 |
| Source note | uspto-grants-2013_12 |