HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine → HCID 86720533, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| Reactant | 1-Chloropyrrolo[1,2-a]pyrazine | HCID 15662089 | — |
| Catalyst | 1-Butyl-3-methylimidazolium tetrafluoroborate | HCID 2734178 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 86720533 | HCID 86720533 | 59.2% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of (S)-tert-butyl pyrrolidin-3-ylcarbamate (0.91 g, 4.9 mmol, 1 eq) in 2.6 mL of DIPEA was added 1-chloropyrrolo[1,2-a]pyrazine (0.75 g, 4.9 mmol, 1 eq) and 1 drop of 1-butyl-3-methylimidazolium tetrafluorborate. After heating for 3 h at 110° C., the mixture was concentrated and purified by silica gel flash chromatography (100% EtOAc) to afford (S)-tert-butyl N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)carbamate (0.88 g, 2.9 mmol, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169261B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-228a7335e43b45bd97b84bd104db831e |
| Source note | uspto-grants-2015_10 |