Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 63037963 | HCID 63037963 | — |
| Reactant | 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-3-ethyl-N'-hydroxythiophene-2-carboximidamide | HCID 72501175 | — |
| Product | HCID 68522829 | HCID 68522829 | — |
Reaction Steps
The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 10 (10f) using 5-({[t-butyl(dimethyl)silyl]oxy}methyl)-3-ethyl-N′-hydroxythiophene-2-carboximidamide (0.16 g, 0.50 mmol) that was obtained in Example 10 (10d), 4-(2,3-difluorophenoxy)benzoic acid (0.14 g, 0.55 mmol) that was obtained in Example 18 (18a), N,N′-dicyclohexylcarbodiimide (0.11 g, 0.55 mmol), and 1.0M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.75 mL, 0.75 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (2:8 to 3:7) as the eluent to afford the title compound (0.18 g) in a yield of 88% as a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07687491B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-8d71c32711334cd7ab03db0f2a7b5009 |
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| Source note | uspto-grants-2010_03 |
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