HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454266Generated: October 26, 2026
Potassium Carbonate → 7-Benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline
https://huagongshe.com/reaction/454266
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-methyl-1H-indol-5-ol | HCID 192734 | — |
| Reactant | 7-(Benzyloxy)-4-chloro-6-methoxyquinazoline | HCID 10661998 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 7-Benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline | HCID 22030871 | 73% |
Reaction Steps
A mixture of 7-benzyloxy-4-chloro-6-methoxyquinazoline (7.859 g, 26.1 mmol), (prepared as described for the starting material in Example 1), potassium carbonate (18.03 g, 130 mmol) and 5-hydroxy-3-methylindole (5.00 g, 34.0 mmol), (Journal of Organic Chemistry 1993, 58, 3757), in DMA (600 ml) was stirred at 75° C. for 2 hours and allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated in vacuo. The crude solid was purified by silica column chromatography, eluting with 2.5% methanol/97.5% dichloromethane to give 7-benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline (7.791 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08492560B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-19a6ba3247144ac1b953bebf18ab3864 |
|---|
| Source note | uspto-grants-2013_07 |
|---|