Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 2758015 | — |
| Reactant | 2-amino-4-(3-bromophenyl)-4-(4-(difluoromethoxy)phenyl)-1-methyl-1H-imidazol-5(4H)-one | HCID 59790307 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 25128268 | HCID 25128268 | — |
Reaction Steps
To a microwave vessel containing 2-amino-4-(3-bromophenyl)-4-(4-(difluoromethoxy)phenyl)-1-methyl-1H-imidazol-5(4H)-one (103 mg, 0.25 mmol) and cyclopropylboronic acid pinacol ester (84 mg, 0.5 mmol) in 4 ml of 1:1:3 ratio of EtOH:water:1,2-dimethoxyethane, palladium(0) teterakis and aqueous sodium carbonate (400 μL of 2N solution) were added. The reaction mixture was heated in CEM microwave at 165° C. (40 mW power) for 8 minutes. The reaction mixture was filtered, and partitioned between DCM and water. The water layer was extracted w/DCM and the combined organic layer was dried (MgSO4) and concentrated under reduced pressure to afford crude product which was purified by reverse chromatography ((M+H)+ 372.4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723368B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-3c0d00a1705f481cbe15007a4051960a |
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| Source note | uspto-grants-2010_05 |
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