HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58865961, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Chloro-2-fluorobenzoyl chloride | HCID 2773604 | — |
| Reactant | 1-Amino-1H-pyrrole-2-carboxamide | HCID 10419180 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58865961 | HCID 58865961 | 21.3% |
Reaction Steps
1-Amino-1H-pyrrole-2-carboxylic acid amide (1.25 g, 10 mmole) was partially dissolved in 45 ml acetonitrile, triethylamine (1.39 ml, 10 mmole) was added followed by dropwise addition of 5-chloro-2-fluorobenzoyl chloride (1.93 g, 10 mmole) in 3 ml chloroform. The reaction mixture was stirred at room temperature overnight, the solvent was removed under vacuum and the residue was taken up in chloroform, washed with 10% sodium bicarbonate, water, and dried over sodium sulfate (anh.). A solid crystallized from solution upon standing. Additional product was obtained by chromatographing the filtrate on silica gel eluting with 3% methanol/chloroform. 600 mg of product was obtained (yield: 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977342B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-5af8ca3891d04e47a79f0f55be85bb8a |
| Source note | uspto-grants-2011_07 |