HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[Bis(4-fluorophenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Amino-1-[bis(4-fluorophenyl)methyl]-1H-pyrrole-3-carbonitrile | HCID 23074648 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-[Bis(4-fluorophenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile | HCID 69062595 | — |
Reaction Steps
To a solution of 5-amino-1-[bis(4-fluorophenyl)methyl]-1H-pyrrole-3-carbonitrile (13.9 g, 45.1 mmol) in ethanol (200 ml) was sequentially added acetylacetone (5.02 g, 50.2 mmol) and concentrated hydrochloric acid (2.0 ml). The mixture was heated under reflux for 3 hours, poured into saturated sodium bicarbonate solution and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to give the objective product as a solid material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582651B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-b681d3b3533d4b5ca9ac20453ac36437 |
| Source note | uspto-grants-2009_09 |