HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54767326, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Methyl-3-butyn-2-ol | HCID 8258 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86692021 | HCID 86692021 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54767326 | HCID 54767326 | 2.3% |
Reaction Steps
To a solution of 90 mg (203 μmol) 4-{6-bromo-8-[(4-hydroxybutyl)amino]imidazo[1,2-a]pyrazin-3-yl}-N-cyclopropylbenzamide which was prepared according to intermediate example 8a in 2.0 mL tetrahydrofuran were added 68.1 mg 2-methylbut-3-yn-2-ol, 1.0 mL tetrabutylammonium fluoride (1 molar in tetrahydrofuran) and 42.8 mg bis(triphenylphosphine)palladium (II) chloride. The mixture was subjected to microwave radiation for 2 hours at 130° C. Water was added and the mixture was extracted with dichloromethane. The organic layer was washed with brine and dried over sodium sulfate. After filtration and removal of the solvent the residue was purified by chromatography to give 2.1 mg (2%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199999B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-0b9d88c2493c46668e0b55a9c35c59e2 |
| Source note | uspto-grants-2015_12 |