HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(7-Bromo-2-methylquinazolin-4-YL)-3-methoxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-Bromo-4-chloro-2-methylquinazoline | HCID 22247819 | — |
| Reactant | 3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile | HCID 68929100 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(7-Bromo-2-methylquinazolin-4-YL)-3-methoxybenzonitrile | HCID 86687761 | — |
Reaction Steps
A solution of PdCl2(dppf)-CH2Cl2 adduct (0.072 g, 0.088 mmol), 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (Intermediate GGGG) (0.500 g, 1.930 mmol), 7-bromo-4-chloro-2-methylquinazoline (0.452 g, 1.754 mmol), and potassium carbonate (0.970 g, 7.02 mmol) in 3 mL dioxane was treated with 1 mL water and was allowed to stir at room temperature 3 hours. LC/MS showed mostly product, so the reaction mixture was diluted with DCM and washed with water. The aqueous layer was removed and the reaction mixture was concentrated. The crude residue was carried forward to step 2 without purification. (M+H)+=354.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-dfb36f21679643629f21d398277fb788 |
| Source note | uspto-grants-2015_04 |