HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate | HCID 21914476 | 96.3% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
In a microwave vial were mixed: 1,1-dimethylethyl 1-piperazinecarboxylate (110 mg, 0.589 mmol, available from Fluke), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.112 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150° C. for 0.5 hr. The reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic layer washed with brine (20 mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697725B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-4a21dd4a9b0e433cabd71c7fa5921482 |
| Source note | uspto-grants-2014_04 |