HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (R)-1-(4-(6-bromo-2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-hydroxy-4-methylpentan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-2-hydroxy-4-methyl-1-(piperazin-1-yl)pentan-1-one | HCID 59216548 | — |
| Reactant | 2-(6-Bromo-4-chloroquinazolin-2-yl)phenol | HCID 136121500 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-1-(4-(6-bromo-2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-hydroxy-4-methylpentan-1-one | HCID 136121577 | 36.4% |
Reaction Steps
A solution of 6-bromo-4-chloro-2-(2-hydroxyphenyl)quinazoline (75 mg, 0.22 mmol), (R)-2-hydroxy-4-methyl-1-piperazin-1-yl-pentan-1-one (60 mg, 0.3 mmol), triethylamine (42 μL, 0.3 mmol), and CH2Cl2 (2 mL) was stirred at room temperature overnight. After diluting with CH2Cl2, the reaction mixture was washed with H2O, dried over Na2SO4, and concentrated. The crude material was purified by silica gel chromatography using 0-10% MeOH/CH2Cl2 to give (R)-1-{4-[6-bromo-2-(2 hydroxyphenyl)-quinazolin-4-yl]-piperazin-1-yl}-2-hydroxy-4-methyl-pentan-1-one (40 mg, 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08283354B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-6c496fcf9ae14defbbc7790231bc9a03 |
| Source note | uspto-grants-2012_10 |