HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (3S)-1-(5-bromo-2-pyridinyl)-N,N-dimethyl-3-pyrrolidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Reactant | (3S)-(-)-3-(Dimethylamino)pyrrolidine | HCID 7019156 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (3S)-1-(5-bromo-2-pyridinyl)-N,N-dimethyl-3-pyrrolidinamine | HCID 60052291 | 50% |
Reaction Steps
Heat a mixture of dimethyl-pyrrolidin-3-(S)-yl-amine (3.0 g, 26.3 mmoL), 5-bromo-2-fluoro-pyridine (4.62 g, 26.3 mmol), potassium carbonate (7.98 g, 57.8 mmol) in acetonitrile (91 mL) at 80° C. overnight. Allow the mixture to cool to RT, filter with CH2Cl2, and concentrate. Purify the crude material by flash chromatograph, eluting with 5% MeOH (2N NH3)/CH2Cl2 to give 3.55 g (50%) of the title compound. LC-MS/ES m/z (81Br) 272.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101764B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-dc03d793da3a44c4b6cefbe3a89c0143 |
| Source note | uspto-grants-2012_01 |