HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Glycine, N-(2,1,3-benzoxadiazol-5-ylcarbonyl)-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2,1,3-Benzoxadiazole-5-carboxylic acid | HCID 2735454 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | Glycine, N-(2,1,3-benzoxadiazol-5-ylcarbonyl)-, methyl ester | HCID 14541753 | — |
Reaction Steps
492 mg (3 mmol) benzo[1,2,5]oxadiazole-5-carboxylic acid 376 mg (1 eq.) glycine methyl ester hydrochloride, 486 mg (1.2 eq.) HOBt and 690 mg (1.2 eq.) EDC.HCl are dissolved in 20 mL DMF under argon and the reaction mixture is stirred at room temperature for 90 minutes after addition of 2 mL (4 eq.) Hünig's base. The reaction mixture is poured onto ice and brine, and extracted with ethyl acetate. The combined organic phases are dried with sodium sulfate and evaporated to yield the desired product as a beige powder. MS (ES+): 236 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632851B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-73831c29fabb4e889fa55e328dcbdffe |
| Source note | uspto-grants-2009_12 |