HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → n-Benzyloxy-3-(2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Benzyloxyamine hydrochloride | HCID 102312 | — |
| Reactant | N,N-Diisopropylmethylamine | HCID 547370 | — |
| Reactant | 3-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid | HCID 11159560 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | n-Benzyloxy-3-(2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionamide | HCID 11391683 | 268% |
Reaction Steps
29 mg of 3-(2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid (g) was dissolved in 0.5 ml of DMF solution (0.171 mM). 30 mg of BnONH2—HCl (0.188 mM), 0.033 ml of diisopropyl methylamine (0.189 mM), 43 mg of EDC (0.224 mM) and 5 mg of DMAP (0.041 mM) were added thereto and the mixture was stirred for overnight at room temperature. The mixture was diluted with 7 ml of ethyl acetate and washed with 5% HCl (1 ml) and 1 ml of sat. NaHCO3 solution. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:20) solvent mixture as an eluant to give 126 mg of the title compound (h) (yield: 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723376B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-5a6ca92aab1f47f393b1c4d96eb65352 |
| Source note | uspto-grants-2010_05 |