HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 3-(3-pyrrolecarboxamido)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | Pyrrole-3-carboxylic acid | HCID 101030 | — |
| Reactant | 4-Methylbenzene-1-sulfonic acid--benzyl beta-alaninate (1/1) | HCID 13502100 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Benzyl 3-(3-pyrrolecarboxamido)propionate | HCID 10516322 | — |
Reaction Steps
Into a solution of 1.67 g (15 mmol) of 3-pyrrole-carboxylic acid and 6.33 g (18 mmol) of β-alanine benzyl ester p-toluenesulfonate in 20 ml of dimethylformamide, a solution of 2.94 g (18 mmol) of diethyl phosphorocyanidate in 10 ml of dimethylformamide was added dropwise under ice cooling and stirring. A solution of 3.64 g (36 mmol) of triethylamine in 20 ml of dimethylformamide was then added dropwise. The reaction mixture was stirred at 0° C. for 1 hour and then at room temperature for 24 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06211362B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-1ed1883e187c49cb902e55e4052de794 |
| Source note | uspto-grants-2001_04 |