HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-butanone → HCID 89610332, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-butanone | HCID 13156 | — |
| Reactant | HCID 89610299 | HCID 89610299 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 89610332 | HCID 89610332 | 75.9% |
Reaction Steps
A solution of 1-bromobutan-2-one (24 μL, 0.21 mmol) and ethyl 3,4-bis(benzyloxy)-5-carbamothioyl-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (29) [prepared under standard conditions from UL1-079 and Lawesson reagent] (100 mg, 0.19 mmol) in EtOH (4 mL) was heated at 80° C. for 45 min. The volatiles were removed in vacuo and the product was purified by silica gel chromatography (12 g cartridge, 0-25% EtOAc in isohexane) to afford ethyl 3,4-bis(benzyloxy)-5-(4-ethylthiazol-2-yl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (30) (82 mg, 75%) as a yellow oil: m/z 569 (M+H)+ (ES+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-3594be74b5d144e399939c793071b210 |
| Source note | uspto-grants-2015_12 |