HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl mercaptan → 7-(Benzylthio)-4-(2-methoxy-4-(trifluoromethyl)phenyl)-2-methylquinazoline
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-4-(2-methoxy-4-(trifluoromethyl)phenyl)-2-methylquinazoline | HCID 86687735 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-(Benzylthio)-4-(2-methoxy-4-(trifluoromethyl)phenyl)-2-methylquinazoline | HCID 86687736 | — |
Reaction Steps
A solution of Pd2(dba)3 (0.046 g, 0.050 mmol), Xantphos (0.058 g, 0.100 mmol), 7-bromo-4-(2-methoxy-4-(trifluoromethyl)phenyl)-2-methylquinazoline (0.797 g, 2.007 mmol), and n,n-diisopropylethylamine (1.051 ml, 6.02 mmol) in 10 mL dioxane was heated to 60° C. and was treated with benzyl mercaptan (0.237 ml, 2.007 mmol). After stirring for one hour, LC/MS showed mostly product, so the reaction mixture was concentrated. This material was carried on to step 3 without purification. (M+H)+=441.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-481b9e8366194ac5b2076a7280687da2 |
| Source note | uspto-grants-2015_04 |