HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Methionine → 4-Chloro-7-methoxyquinazolin-6-yl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Methionine | HCID 6137 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2(1H)-Quinazolinone, 6,7-dimethoxy- | HCID 12726303 | — |
| Reactant | 6-Hydroxy-7-methoxy-quinazolone | HCID 67434349 | — |
| Product | 4-Chloro-7-methoxyquinazolin-6-yl acetate | HCID 22022160 | — |
Reaction Steps
6,7-dimethoxy-quinazolone was reacted with methanesulfonic acid and L-methionine under reflux for 2 h, and then the mixture was poured into ice water to deposit a solid, which is 6-hydroxy-7-methoxy-quinazolone intermediate. After the hydroxyl group therein was protected by acylation, the intermediate was treated with SOCl2 to obtain 4-chloro-6-acetoxy-7-methoxy-quinazoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309563B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-3331fb0b8d7e4176875c894473b81260 |
| Source note | uspto-grants-2012_11 |