HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 22667219, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)aniline | HCID 21889899 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 22667219 | HCID 22667219 | 54.4% |
Reaction Steps
2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline 50 mg) was dissolved in chloroform (2 ml) and triethylamine (0.5 ml), and a solution of triphosgene (48 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, the reaction solution was cooled to −78° C., and dimethylamine hydrochloride (250 mg) was added to the cooled reaction solution. The temperature of the mixture was spontaneously raised, and the mixture was further stirred at room temperature overnight. Methanol was added to the reaction solution, and the mixture was purified by HPLC by development with chloroform/methanol to give 33 mg (yield 53%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169789B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-7b9979252ed0496f8e435696464399fc |
| Source note | uspto-grants-2007_01 |