HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751540Generated: October 28, 2026
Potassium Carbonate → HCID 69675123, compound
https://huagongshe.com/reaction/1751540
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1-Dimethylethyl (2S)-2-[5-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthalenyl]-1H-imidazol-2-yl]-1-pyrrolidinecarboxylate | HCID 58498676 | — |
| Reactant | ((S)-1-{(S)-8-[4-(4-Bromo-phenyl)-1H-imidazol-2-yl]-1,4-dioxa-7-aza-spiro[4.4]nonane-7-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester | HCID 59610362 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69675123 | HCID 69675123 | — |
Reaction Steps
(S)-tert-butyl 2-(5-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (150 mg, 0.296 mmol) and methyl (S)-1-((S)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxa-7-azaspiro[4.4]nonan-7-yl)-3-methyl-1-oxobutan-2-ylcarbamate (174 mg, 0.355 mmol) were weighed out in a microwave vessel and dissolved in 1,4-dioxane (3 mL), followed by 2M potassium carbonate (444 uL, 0.888 mmol) and Pd(dppf)Cl2 (21 mg, 0.03 mmol). The mixture was sonicated for 2 minutes and then bubbled with nitrogen gas for 3 min to degas. The vessel was sealed and the content was heated in microwave at 110° C. for 30 min. The crude reaction mixture was then diluted with EtOAc and washed twice with brine and saturated NaHCO3 and once with brine again and dried over MgSO4. The crude solution was then filtered and concentrated down. (233 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09156823B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-de9e65567cf84a909eb4bae6c95aaa6e |
|---|
| Source note | uspto-grants-2015_10 |
|---|