Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | HCID 131736174 | HCID 131736174 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 131736175 | HCID 131736175 | 100% |
Reaction Steps
To a solution of benzyl (2-((3-bromo-2-(phenylcarbamoyl)-1H-pyrrol-1-yl)amino)-2-oxoethyl)carbamate (7.81 g, purity 45%, 7.48 mmol) in toluene (80 ml) in a reactor equipped with a Dean-Stark destilator was added pyridinium p-toluene sulfonate (1.88 g, 7.48 g) and the reaction mixture was stirred at 120° C. for 3 days. The crude was diluted with ethyl acetate and washed with water and brine, dried over magnesium sulphate and the solvent was removed to give 7.39 g (100% yield) of the final product as a dark oil. Estimated purity 46%. This crude was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388189B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-235edc5386f4419990f7e9ae28bef6d5 |
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| Source note | uspto-grants-2016_07 |
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