HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylate | HCID 10084542 | — |
| Reactant | Dichloromethane ethylacetate | HCID 21226138 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate | HCID 11378755 | 8.4% |
Reaction Steps
Crude, unpurified compound 8 (5 g) is added portionwise to a 0° C. commercially available solution of hydrogen chloride in 1,4-dioxan (Aldrich, 4 M, 35 ml.) Compound 8a slowly dissolves to afford a clear yellow solution. After stirring for approximately 12 hours, the reaction mixture turns cloudy. TLC on silica using methylene chloride:ethyl acetate (9:1) as the eluent shows the starting material has been consumed. The reaction mixture is filtered and a white solid is obtained. The solid is washed exhaustively with ether (50 mL) to afford 266 mg of compound 9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06951946B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-9345db7ae7524d01b9cf14030e24a32f |
| Source note | uspto-grants-2005_10 |