Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 11395254 | HCID 11395254 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54705977 | HCID 54705977 | 449.5% |
Reaction Steps
To a solution (30 ml) of ethyl 5-bromo-3-[(5-methylisoxazole-4-carbonyl)amino]benzofurane-2-carboxylate (compound of Example 67 described below) (0.2 g, 1.8 mmol) produced according to Example 65 in water-free THF was added triethylamine (2.4 ml, 0.18 mmol), and the reaction mixture was heated at 68° C. for 6 hr and the solvent was evaporated. The residue was poured into ice water, and the mixture was acidified 30 with 5% aqueous hydrochloric acid solution and extracted with CHCl3. The extract was washed with saturated brine and dried. The solvent was evaporated. The residue was recrystallized from acetonitrile to give (Z)-N-(2-acetylbenzofuran-3-yl)-2-cyano-3-hydroxy-2-butenamide as colorless crystals (0.23 g, yield 22.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07638540B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-5ed1f90fac2c4da386b4c0411a8642d1 |
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| Source note | uspto-grants-2009_12 |
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