HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-((2-Fluorophenyl)methyl)pyrazolo(3,4-b)pyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide | HCID 11323178 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-((2-Fluorophenyl)methyl)pyrazolo(3,4-b)pyridine-3-carbonitrile | HCID 11402500 | — |
Reaction Steps
36.1 g (133 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide from Example 3C) are dissolved in 330 ml of THF and treated with 27 g (341 mmol) of pyridine. 47.76 ml (71.66 g, 341 mmol) of trifluoroacetic anhydride are then added in the course of 10 min, the temperature rising to 40° C. The mixture is stirred overnight at room temperature. The batch is then added to 1 l of water and extracted three times with 0.5 l of ethyl acetate each time. The organic phase is washed with saturated sodium hydrogencarbonate solution and with 1 N HCl dried using MgSO4 and concentrated in a rotary evaporator.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693102B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-280a6bc05c0e4cf08b81c2c285d7a7c1 |
| Source note | uspto-grants-2004_02 |