HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethyl (2E)-4-{[(4-acetyl-1H-pyrrol-2-yl)carbonyl]amino}but-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-acetyl-1H-pyrrol-2-yl)-2,2,2-trichloroethanone | HCID 2764528 | — |
| Reactant | ethyl (2E)-4-aminobut-2-enoate trifluoroacetate | HCID 72699081 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl (2E)-4-{[(4-acetyl-1H-pyrrol-2-yl)carbonyl]amino}but-2-enoate | HCID 86731548 | 65% |
Reaction Steps
Ethyl (2E)-4-aminobut-2-enoate trifluoroacetate (2.665 g, 10.963 mmol) was added to a solution of 1-(4-acetyl-1H-pyrrol-2-yl)-2,2,2-trichloroethanone (1.8 g, 7.07 mmol) and N,N-diisopropylethylamine (DIPEA) (5.4 mL, 32 mmol) in dichloromethane (20 mL) and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated under vacuum and the residue purified by flash chromatography (SiO2, hexane-EtOAc 1:1) to obtain the title compound as an off-white solid (1.2 g, 65% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145418B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-79e0f86870b04a31a460a0d086efbe1c |
| Source note | uspto-grants-2015_09 |