HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine-2-carbonitrile → HCID 178420047, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine-2-carbonitrile | HCID 7522 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | tert-Butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylate | HCID 22713165 | — |
| Reactant | HCID 86631773 | HCID 86631773 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178420047 | HCID 178420047 | — |
Reaction Steps
0.14 ml triethylamine is added to a solution of 156 mg 4-(3-phenylimidazo[1,2-a]pyrimidin-2-yl)benzaldehyde in 10 ml methanol. To this solution a solution of 140 mg 2-(5-Piperidin-1,2,4]triazol-3-yl)-pyridine*2HCl (Intermediate A prepared from tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate and pyridine-2-carbonitrile according to a procedure described in U.S. Pat. No. 4,011,218 or WO2005100344) is added, followed by 0.07 ml glacial acetic acid and 198 mg NaBH(OAc)3. The resulting mixture is stirred at room temperature. Three additional portions of 198 mg NaBH(OAc)3 are added after 2, 4 and 20 hours. The solvens is removed by evaporation after 24 h and the residue purified by chromatography on silica gel (dichlormethan/methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592591B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-50d12f9607e747e6aa737183f7077d10 |
| Source note | uspto-grants-2013_11 |