HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Acetate → methyl 6-chloro-5-[4-(2-oxopyrrolidin-1-yl)phenyl]-1H-indole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 1-(4-Bromophenyl)pyrrolidin-2-one | HCID 736110 | — |
| Reactant | methyl 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole-3-carboxylate | HCID 86698665 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | methyl 6-chloro-5-[4-(2-oxopyrrolidin-1-yl)phenyl]-1H-indole-3-carboxylate | HCID 86698716 | 61% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a mixture of 1-(4-bromophenyl)pyrrolidin-2-one (120 mg, 0.50 mmol), methyl-6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole-3-carboxylate (160 mg, 0.50 mmol) and potassium acetate (147 mg, 1.50 mmol) in 1,4-dioxane (3 mL) was added PddppfCl2 (36.5 mg, 0.050 mmol). The mixture was degassed and purged with nitrogen for 5 minutes, then allowed to heat to 100° C. and stirred under microwave irradiation for 40 minutes. The reaction mixture was concentrated in vacuo to give a brown residue. The residue was purified by combi flash silica gel chromatography to give the title compound (112 mg, 61% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394285B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-1a7fa0b5869e4fcb953a2696955b4547 |
| Source note | uspto-grants-2016_07 |