Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Reactant | HCID 86630683 | HCID 86630683 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86630684 | HCID 86630684 | — |
Reaction Steps
To a mixture of 1.25 g 5-chloro-2,7-dimethyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine and 0.87 g 4-formylphenylboronic acid in 25 ml 1,2-dimethoxyethane are added 0.18 g dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct and 9.30 ml of a 10% w/w sodium carbonate solution. The resulting mixture is heated to 110° C. by microwave irradiation under an inert gas atmosphere for 45 min. The work up is performed by diluting the reaction mixture with water and dichloromethane, separating the phases and extraction of the aqueous phase with dichloromethane. The combined organic layers are dried over sodium sulphate and the solvent is evaporated. The residue is purified by chromatography on silica gel (dichloromethane/methanol). The desired product is suspended in ethyl acetate/petrolether and isolated by filtration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614218B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-3b4396e9e73d4946a39aebc43a13f836 |
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| Source note | uspto-grants-2013_12 |
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