HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2-Fluorobenzyl)imidazo[1,5-a]pyridine-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 3-(2-Fluorobenzyl)imidazo[1,5-a]pyridine-1-carboxamide | HCID 59177870 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2-Fluorobenzyl)imidazo[1,5-a]pyridine-1-carbonitrile | HCID 59177871 | — |
Reaction Steps
269 mg (1.00 mmol) of 3-(2-fluorobenzyl)imidazo[1,5-a]pyridine-1-carboxamide from example 17A are dissolved in 2.5 ml of THF, and 200 mg (2.50 mmol) of pyridine and 525 mg (2.50 mmol) of trifluoroacetic anhydride are added. The mixture is stirred at RT for 15 h, then water is added, and the mixture is extracted with ethyl acetate. The organic phase is washed with saturated sodium bicarbonate solution and 1 N hydrochloric acid, dried over sodium sulfate and concentrated. The crude product obtained (188 mg, 61% purity, 45% of theory) is reacted without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309551B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-bf8f65cb7168496785883b6bc2abade3 |
| Source note | uspto-grants-2012_11 |