HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 3-(1-methyl-3-pyrrolecarboxamido)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 1-methyl-1H-pyrrole-3-carboxylic acid | HCID 10154054 | — |
| Reactant | 4-Methylbenzene-1-sulfonic acid--benzyl beta-alaninate (1/1) | HCID 13502100 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Benzyl 3-(1-methyl-3-pyrrolecarboxamido)propionate | HCID 10803123 | — |
Reaction Steps
Into a solution of 5.01 g (40 mmol) of 1-methyl-3-pyrrolecarboxylic acid and 16.87 g (48 mmol) of β-alanine benzyl ester p-toluenesulfonate in 200 ml of dimethylformamide (hereinafter called “DMF”), a solution of 7.83 g (48 mmol) of diethyl phosphorocyanidate in 50 ml of DMF was added dropwise under ice cooling and stirring. A solution of 9.71 g (96 mmol) of triethylamine in 50 ml of DMF was then added dropwise, and the reaction mixture was stirred at room temperature for 67 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713634B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-d53e4bae2e6f4ad89e1f9e1891bf3e97 |
| Source note | uspto-grants-2004_03 |