HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl mercaptan → 7-(Benzylthio)-2-methoxy-4-(2-methoxy-4-(trifluoromethyl)phenyl)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl mercaptan | HCID 7509 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 7-Bromo-2-methoxy-4-(2-methoxy-4-(trifluoromethyl)phenyl)quinazoline | HCID 86687741 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-(Benzylthio)-2-methoxy-4-(2-methoxy-4-(trifluoromethyl)phenyl)quinazoline | HCID 86687742 | — |
Reaction Steps
A solution of Pd2(dba)3 (9.20 mg, 10.04 μmol), Xantphos (0.012 g, 0.020 mmol), 7-bromo-2-methoxy-4-(2-methoxy-4-(trifluoromethyl)phenyl)quinazoline (0.166 g, 0.402 mmol), and n,n-diisopropylethylamine (0.211 ml, 1.205 mmol) in 2 mL dioxane was heated to 60° C. and was treated with benzyl mercaptan (0.048 ml, 0.402 mmol). After stirring for one hour, LC/MS showed mostly product, so the reaction mixture was concentrated. This material was carried on to step 5 without purification. (M+H)+=457.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-19d408f3a8624849aba5853bb2b54a71 |
| Source note | uspto-grants-2015_04 |