HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86664571, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 5-chloropyrazolo(1,5-a)pyrimidine-3-carboxylate | HCID 58063474 | — |
| Reactant | HCID 66847780 | HCID 66847780 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 86664571 | HCID 86664571 | 28.1% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A sealed pressure tube was charged with (R)-5-(2,5-difluoro phenyl)-2,2-dimethylpyrrolidine HCl salt (300 mg, 1.21 mmol), diisopropylethylamine (423 μA, 2.42 mmol), ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (273 mg, 1.21 mmol) and isopropanol (2.0 mL). The tube was sealed and the mixture was heated at 160° C. for 3 days. Additional ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (273 mg, 1.21 mmol) was added and the reaction was heated at 160° C. 2 days. The reaction mixture was concentrated and the residue purified by reverse phase HPLC (eluting with 0-60% acetonitrile/H2O) to provide the title compound (136 mg, 28%) as a beige solid. MS (apci) m/z=401.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791123B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ca6dc0831b7440739bb820404c41abe2 |
| Source note | uspto-grants-2014_07 |