HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Amino-2-butyl-2,3-dihydro-1H-isoindol-1-one | HCID 67432065 | — |
| Reactant | (2,6-Dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate | HCID 86658032 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one | HCID 67434332 | 41.3% |
Reaction Steps
5-Amino-2-butylisoindolin-1-one (63.1 mg, 0.309 mmol), K2CO3 (85 mg, 0.618 mmol) and KI (51.3 mg, 0.309 mmol) were added to a solution of (2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate (90 mg, 0.309 mmol) in DMF (6 mL). After stirring overnight, water was added, the mixture was extracted with EtOAc, the combined organic layers were washed with water and dried (MgSO4). Purification by flash chromatography (DCM/MeOH, gradient 2-8% MeOH) provided 2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one (51 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664214B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-ba1400901ce04b89b7aa7b68a227d483 |
| Source note | uspto-grants-2014_03 |