Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Chloromethyl-2-(4-trifluoromethoxy-phenyl)-pyridine | HCID 21935672 | — |
| Reactant | 3-Methyl-4-(4-[1,2,3]triazol-1-yl-butyl)phenol | HCID 69109666 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16065171 | HCID 16065171 | 56.4% |
Reaction Steps
15 mg (0.60 mmol) of 95% sodium hydride were added at 0° C. to a solution of 116 mg (0.50 mmol) 3-methyl-4-(4-[1,2,3]triazol-1-yl-butyl)-phenol in 4.0 ml N,N-dimethylformamide and stirred for 30 min. at 0° C. 144 mg (0.50 mmol) 5-chloromethyl-2-(4-trifluoromethoxy-phenyl)-pyridine were given to the reaction mixture and stirring continued at room temperature (r.t.) overnight. After addition of 8 ml water the mixture was stirred for 1 h, the formed precipitate isolated by filtration, washed with water, methanol/water 1:1, and a small amount of ether. The residue was purified by chromatography on silica (eluent: ethyl acetate/n-heptane 4:1) to give 136 mg (56%) of the title compound as white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07429605B2 |
|---|
| Source dataset | uspto-grants-2008_09 |
|---|
| ORD ID | ord-897976c5894045cf8f739b6b2729e2d4 |
|---|
| Source note | uspto-grants-2008_09 |
|---|