HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → (S)-tert-butyl (1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| Reactant | 4-Chloropyrazolo[1,5-a]pyrazine | HCID 72213177 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (S)-tert-butyl (1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-yl)carbamate | HCID 75204198 | 91% |
Reaction Steps
To a solution of (S)-tert-butyl pyrrolidin-3-ylcarbamate (0.50 g, 2.7 mmol, 1 eq) and diisopropylamine (0.66 mL, 3.8 mmol, 1.4 eq) in 0.2 mL of NMP was added 4-chloropyrazolo[1,5-a]pyrazine (0.47 mL, 3.1 mmol, 1.1 eq). After stirring for 1 h at room temperature, the mixture was concentrated and purified by silica gel column chromatography (100% EtOAc) to afford (S)-tert-butyl (1-(pyrazolo[1,5-a]pyrazin-4-yl)pyrrolidin-3-yl)carbamate (0.740 g, 2.4 mmol, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169261B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-21415056793243d2a7b46fba7841ea10 |
| Source note | uspto-grants-2015_10 |