Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | HCID 69215106 | HCID 69215106 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69216383 | HCID 69216383 | 45% |
Reaction Steps
To a mixture of (2E)-3-{3-[(4-{[2-(2-furyl)-5-ethyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}-2-propen-1-ol (1.00 g), tributylphosphine (0.77 g), 1H-1,2,4-triazole (0.26 g) and tetrahydrofuran (30 mL) was added 1,1′-(azodicarbonyl)dipiperidine (0.95 g) at room temperature, and the mixture was stirred for 15 hrs. The precipitated crystals were removed by filtration, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography to give 1-(1-{3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}-2-propenyl)-1H-1,2,4-triazole as crystals (0.48 g, yield 45%) from a fraction eluted with ethyl acetate-hexane (2:1, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 115-116° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07368578B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-ecfc0f97d29c491bbb65831f0ba4064f |
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| Source note | uspto-grants-2008_05 |
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