HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 178505566, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Chloro-3-(trifluoromethyl)pyridine | HCID 589833 | — |
| Reactant | HCID 178505568 | HCID 178505568 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178505566 | HCID 178505566 | — |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A mixture of 4-[4-chloro-5-(4-fluoro-phenyl)-1H-imidazol-2-yl]-1,2,3,6-tetrahydro-pyridine from step (c) above, 2-chloro-3-trifluoromethyl-pyridine (125 mg, 0.689 mmol, TCI America) and NaHCO3 (84 mg, 1.0 mmol) in NMP (3 mL) was heated at 180° C. in a microwave synthesizer for 0.5 h. The reaction mixture was cooled to RT and was filtered. The filter cake was washed with NMP (2×2 mL) and the combined filtrates were concentrated in vacuo. The residue was dissolved in DMSO (2 mL) and purified by preparative HPLC [gradient 10-85% MeCN (0.1% TFA)/H2O (0.1% TFA)] to give the title compound as a yellow solid. MS (ESI, positive ion) m/z: 423 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07439360B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-db3893f6d47244d18d946e9dad771e56 |
| Source note | uspto-grants-2008_10 |