HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 4-chloro-7-(methyloxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 7-methoxy-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4(3H)-one | HCID 135510696 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 4-chloro-7-(methyloxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazoline | HCID 85912883 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 7-methoxy-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4(3H)-one (0.60 g, 2.17 mmol), POCl3 (0.5 mL), and N,N-diisopropylethylamine (1.5 mL) in ClCH2CH2Cl (6 mL) was heated at 100° C. for 4 hours. After the solvent and reagents were evaporated under reduced pressure, toluene was added to the residue, and the solution was evaporated under reduced pressure. The residue was dried under vacuum to afford 4-chloro-7-methoxy-5-(tetrahydro-2H-pyran-4-yloxy)quinazoline as a brown solid. LC-MS (ESI) m/z 295 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618289B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-6b0296eb4a3948909bd4ce54f3220969 |
| Source note | uspto-grants-2013_12 |