HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 3-(4-(6-Bromo-4-methyl-3-oxo-3,4-dihydropyrazin-2-ylamino)phenyl)azetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dibromo-1-methyl-1H-pyrazin-2-one | HCID 13062969 | — |
| Reactant | tert-Butyl 3-(4-aminophenyl)azetidine-1-carboxylate | HCID 56956222 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | tert-Butyl 3-(4-(6-Bromo-4-methyl-3-oxo-3,4-dihydropyrazin-2-ylamino)phenyl)azetidine-1-carboxylate | HCID 58044293 | 78.5% |
Reaction Steps
A mixture of 298a (500 mg, 2.02 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (536 mg, 2.02 mmol) and triethylamine (0.6 mL, 4.04 mmol) in isopropanol (10 mL) was heated at reflux for 4 days. The solvent was evaporated in vacuo and the residue was purified on reverse phase Combi-flash to afford 298b (690 mg, 66%). MS: [M+H]+ 435.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618107B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-a2928559912c4e8782ecc62b6348c408 |
| Source note | uspto-grants-2013_12 |