HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183260Generated: October 26, 2026
Tetrahydrofuran → 1-{4'-[4-(2-Benzyl-cyclohexylamino)-3-methyl-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester
https://huagongshe.com/reaction/1183260
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Benzylcyclohexan-1-one | HCID 98945 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1-[4'-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester | HCID 66577195 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-{4'-[4-(2-Benzyl-cyclohexylamino)-3-methyl-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester | HCID 66577705 | — |
Reaction Steps
1-[4′-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (0.200 g, 0.55 mmol) and 2-benzylcyclohexanone (0.156 g, 0.83 mmol) were combined in toluene and stirred at 110° C. for 1 hour. After cooling to room temperature, THF was added, followed by sodium cyanoborohydride (0.086 g, 1.37 mmol), and the reaction was stirred at room temperature for 2 hours. The mixture was adsorbed onto silica gel and purified by silica gel chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08664220B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-51138e95e9f94a4fbb24dbba1eaf37b4 |
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| Source note | uspto-grants-2014_03 |
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