HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-n-Butyl-2,4-dihydro-2-[1-(carbomethoxy)ethyl]-4-[(2'-cyanobiphenyl-4-yl)methyl]-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-bromopropionate | HCID 95576 | — |
| Reactant | 4'-[(3-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl)methyl]biphenyl-2-carbonitrile | HCID 14951052 | — |
| Product | 5-n-Butyl-2,4-dihydro-2-[1-(carbomethoxy)ethyl]-4-[(2'-cyanobiphenyl-4-yl)methyl]-3H-1,2,4-triazol-3-one | HCID 14956822 | 84% |
Reaction Steps
The alkylation of 5-n-butyl-4-[(2'-cyanobiphenyl-4-yl)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 9, Step C) with methyl 2-bromopropionate was carried out as described in Example 3, Step A, except that no excess sodium hydride was used. After work-up, the residue was flash chromatographed over silica gel (eluted with 0.5% MeOH/CH2Cl2) to give the desired material in 84% yield as a colorless oil, homogeneous by TLC in 2% MeOH/CH2Cl2, mass spectrum (FAB) 419 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05411980 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-d15377aa467143e7984753cb26e63cb6 |
| Source note | uspto-grants-1995_05 |