HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58305731, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 58305652 | HCID 58305652 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58305731 | HCID 58305731 | 36% |
Reaction Steps
To a solution of 3-methyl-4-(1H-pyrrol-1-yl)benzamide (6A, see first step of Scheme 6 for synthesis) in DMF (5 mL) was added N-bromosuccinimide (177 mg, 1 mmol) portionwise at 0° C., after the addition was completed, the mixture was stirred at room temperature for 35 min. The reaction mixture was poured into water, and extracted with ethyl acetate (10 mL×3). The combined organic layers were washed with brine (25 mL×2), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate=5:1) to afford 50B (100 mg, yield 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09138427B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8e67558184f649d1a4cefe6b93883c8c |
| Source note | uspto-grants-2015_09 |