HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-(2-(2-Hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-(methylthio)butane-1,2-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium 4-(methylthio)-2-oxobutanoate | HCID 23696623 | — |
| Reactant | 6-[7-methyl-4-(1-piperazinyl)-1H-quinazolin-2-ylidene]-1-cyclohexa-2,4-dienone | HCID 136134616 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-(2-(2-Hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-(methylthio)butane-1,2-dione | HCID 136121325 | — |
Reaction Steps
A mixture of 2-(7-methyl-4-(piperazin-1-yl)quinazolin-2-yl)phenol (200 mg, 0.63 mmol), sodium 4-methylsulfanyl-2-oxo-butyrate (160 mg, 0.94 mmol), BOP (414 mg, 0.94 mmol), and triethylamine (348 μL, 2.5 mmol) in 2.1 mL of CH2Cl2 was stirred at room temperature for 1 h. After adding saturated NaHCO3 solution, the mixture was extracted with CH2Cl2. The organic extracts were dried over Na2SO4 and concentrated to give 1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-(methylthio)butane-1,2-dione. LC/MS: m/z 451.2 (M+H)+ at 3.10 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928107B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-afa1dab01f90461bbea21e82833d539d |
| Source note | uspto-grants-2011_04 |