HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Acetate → HCID 58171510, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | 4-Iodo-1-methylpyridin-2(1H)-one | HCID 53408009 | — |
| Reactant | HCID 58171533 | HCID 58171533 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58171510 | HCID 58171510 | 146.2% |
Reaction Steps
To a solution of 1-(methoxycarbonyl)adamantan-4-yl 3-(5-bromopyrimidin-2-yl)pyrrolidine-1-carboxylate (24 mg, 0.05 mmol), 4-iodo-1-methylpyridin-2(1H)-one (25 mg, 0.1 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (38.1 mg, 0.15 mmol), KOAc (49 mg, 0.5 mmol) and Pd(dppf)Cl2 (1 mg, 0.001 mmol) in DMSO (5 mL) under nitrogen was heated to 100 C for 2 h. The reaction mixture was treated with water and extracted with EtOAc (10 mL×3). The combined organic layers were dried over sodium sulfate, filtered and concentrated to afford an oil which was purified by preparative TLC to afford 1-(methoxycarbonyl)adamantan-4-yl 3-(5-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)pyrimidin-2-yl)pyrrolidine-1-carboxylate (36 mg, 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163012B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-2cc51ea794214aeb9e67af78f0b5d6fc |
| Source note | uspto-grants-2015_10 |