HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 6-(3,5-Dimethyl-isoxazol-4-yl)-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,5-Dimethylisoxazole-4-boronic acid | HCID 2734346 | — |
| Reactant | 6-Bromo-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-one | HCID 117600626 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | 6-(3,5-Dimethyl-isoxazol-4-yl)-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-one | HCID 117600060 | — |
Reaction Steps
To a solution of crude 6-Bromo-3-methyl-4-pyridin-2-yl-3,4-dihydro-1H-quinazolin-2-one (600 mg, 0.002 mol) in DME/H2O (12 mL/4 mL) is added 3,5-dimethylisoxazole-4-boronic acid (265 mg, 0.002 mol), Pd(PPh3)4 (77 mg, 0.08 mmol) and Na2CO3 (332 mg, 3.14 mmol). After addition, the mixture is refluxed for 3 h. The mixture is concentrated in vacuum and the residue is purified by preparative HPLC to give the desired product as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199988B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-bf3722dea41f4140aa271703f3df41dd |
| Source note | uspto-grants-2015_12 |