HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 69675721, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl N-[2-(4-bromophenyl)-2-oxoethyl]carbamate | HCID 59610197 | — |
| Reactant | [2-Oxo-1-(tetrahydro-pyran-4-yl)-2-(2-{5-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidin-1-yl)-ethyl]-carbamic acid methyl ester | HCID 69675202 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 69675721 | HCID 69675721 | — |
Reaction Steps
[2-Oxo-1-(tetrahydro-pyran-4-yl)-2-(2-{5-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidin-1-yl)-ethyl]-carbamic acid methyl ester (200 mg, 0.34 mmol), [2-(4-Bromo-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (106 mg, 0.34 mmol), Pd[PPh3]4 (39.2 mg, 0.034 mmol), potassium carbonate (117 mg, 0.85 mmol) was heated at 120 C in the microwave for 22 minutes in DME (2.5 mL) and water (0.3 mL). Brine (1 mL) was added and the organic layer was isolated and the volatiles were removed. The product was purified via flash chromatography on silica gel (eluent: EtOAc/hexanes) to yield 183 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156823B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ad3a86b403ba406aa39a4c09ab303399 |
| Source note | uspto-grants-2015_10 |