HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → 4-(2-Piperidin-1-yl-ethoxy)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 2-Methanesulfonyl-4-(2-piperidin-1-yl-ethoxy)-6-(3-trifluoromethyl phenyl)-pyrimidine | HCID 68822930 | — |
| Catalyst | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(2-Piperidin-1-yl-ethoxy)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile | HCID 16119387 | 70% |
Reaction Steps
A mixture of 2-methanesulfonyl-4-(2-piperidin-1-yl-ethoxy)-6-(3-trifluoromethyl phenyl)-pyrimidine (50 mg, 0.12 mmol) and sodium cyanide (12 mg, 0.23 mmol) in acetonitrile (1.5 ml) with a few drops of DMSO was stirred at room temperature for 18 h. The solvent was removed under reduced pressure. The residue was chromatographed over silica gel (eluent: CH2Cl2 to CH2Cl2/MeOH 95/5) to yield 31 mg of the above titled compound, yield: 70%. HPLC: 99.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326715B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-08d0ae6150904f93ae90e6a89834dc36 |
| Source note | uspto-grants-2008_02 |