HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424030Generated: November 1, 2026
Potassium Carbonate → HCID 86712881, compound
https://huagongshe.com/reaction/1424030
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromo-3-chloropyridine | HCID 7016326 | — |
| Reactant | 8-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine | HCID 86712860 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86712881 | HCID 86712881 | 36% |
Reaction Steps
A solution of the compound (555 mg, 1.0 mmol) obtained in Example 16-5), 2-bromo-3-chloropyridine (294 mg, 2 mmol), tetrakis(triphenylphosphine)palladium(0) (231 mg, 0.2 mmol), and potassium carbonate (276 mg, 2 mmol) in dimethoxyethane (4 mL) and water (1 mL) was stirred at 130° C. for 1.5 h under microwave irradiation. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, the mixture was extracted with dichloromethane, and the organic layer was washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (Isco Combiflash, 40 g, methanol:ethyl acetate=0:100 to 20:80, gradient) to obtain the title compound (193 mg, 36%) as a black oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08927536B2 |
|---|
| Source dataset | uspto-grants-2015_01 |
|---|
| ORD ID | ord-5eca439506e04e3e8102c18e67c4996e |
|---|
| Source note | uspto-grants-2015_01 |
|---|