HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-Chloro-6-[2-(isopropylamino-methyl)-pyrrolidin-1-yl]-1-methyl-3-naphthalen-2-yl-1H-[4,4']bipyridinyl-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5,6-dichloro-1-methyl-3-naphthalen-2-yl-1H-[4,4']bipyridinyl-2-one | HCID 22185179 | — |
| Reactant | N-(Pyrrolidin-2-ylmethyl)propan-2-amine | HCID 22185196 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Chloro-6-[2-(isopropylamino-methyl)-pyrrolidin-1-yl]-1-methyl-3-naphthalen-2-yl-1H-[4,4']bipyridinyl-2-one | HCID 22185198 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A microwave tube was charged with 5,6-dichloro-1-methyl-3-naphthalen-2-yl-1H-[4,4′]bipyridinyl-2-one (0.300 g, 0.8 mmol), diisopropylethylamine (2 eq.) and isopropyl-pyrrolidin-2-ylmethyl-amine (1 eq). The heterogeneous suspension was heated in the microwave at 150° C. for 10 min. The resulting brownish suspension was dissolved in DCM and the crude product was purified by flash chromatography using an ISCO combiflash system with a mixture 97/3 DCM/MeOH to give the title compound. MS (ES+): 487 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07026326B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-14ed54ecb4bf4ace808aed17734668e4 |
| Source note | uspto-grants-2006_04 |