HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[(1-Methyl-4-piperidinyl)oxy]-3-pyridinecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Piperidinol, 1-methyl- | HCID 66048 | — |
| Reactant | 3-Cyano-2-fluoropyridine | HCID 2783254 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[(1-Methyl-4-piperidinyl)oxy]-3-pyridinecarbonitrile | HCID 61283410 | 29.3% |
Reaction Steps
To a mixture of 2-fluoro-nicotinonitrile (400 mg, 3.3 mmol) and 1-methyl-piperidin-4-ol (380 mg, 3.3 mmol) in N,N-dimethylformamide (30 mL) was added NaH (60%) (160 mg, 4.0 mmol) in portions. The reaction was stirred overnight at rt. The mixture was poured into water, and extracted with ethyl acetate (2×). The solvent was removed, and the resulting residue was chromatographed using ethyl acetate/methanol (8:1) to give the title compound (210 mg, 29%). MS (DCI/NH3) m/z 218 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07704997B1 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-3fd854ad98a84f538bfae772a6740f50 |
| Source note | uspto-grants-2010_04 |