Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 69627164 | HCID 69627164 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69627370 | HCID 69627370 | — |
Reaction Steps
4.95 g (19.24 mmol) of 4-Boc-aminomethyl-2-carbamoylthiazole were introduced into 90 ml of methylene chloride and 16.7 ml (97.44 mmol) of diisopropylethylamine, the mixture was cooled to 0° C., a solution of 6.35 ml of trifluoroacetic anhydride in 10 ml of methylene chloride was added dropwise at 0 to 5° C., and the mixture was subsequently warmed to room temperature (TLC check). Then, 25 ml of water were added, the mixture was stirred for 30 minutes at room temperature and brought to pH 2.5 with 10% strength citric acid solution, and the organic phase was washed repeatedly, dried using magnesium sulfate and concentrated in vacuo. 5.4 g of viscous, pale brown crude product resulted, which were employed in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06740647B1 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-379fc61a7aa4446a8c8181a1904ec94e |
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| Source note | uspto-grants-2004_05 |
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