HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylbenzylamine → 3-(N-benzyl-N-methylamino)methyl-5-cyanomethyl-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylbenzylamine | HCID 7669 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane | HCID 163938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(N-benzyl-N-methylamino)methyl-5-cyanomethyl-1,2,4-oxadiazole | HCID 20161221 | 51.7% |
Reaction Steps
A stirred solution of 8.0 g of the oxadiazole prepared above, 9.26 g of N-methylbenzylamine and 10.32 g of triethylamine in 50 ml of THF was allowed to stand at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate. The resultant solution was washed with water, dried and evaporated in vacuo. The residue was chromatographed on silica gel using benzeneethyl acetate (2:1) as eluent to give 5.56 g of 3-(N-benzyl-N-methylamino)methyl-5-cyanomethyl-1,2,4-oxadiazole as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04705786 |
| Source dataset | uspto-grants-1987_11 |
| ORD ID | ord-d472f0b3857543bf941249551c0b37ea |
| Source note | uspto-grants-1987_11 |