Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 1,5-Diazabicyclo(4.3.0)non-5-ene | HCID 76349 | — |
| Reactant | HCID 22462077 | HCID 22462077 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22462076 | HCID 22462076 | 47.9% |
Reaction Steps
Isopropanol (0.2 g; 3.2 mmoles), 1,5-diazabicyclo -[4.3.0]non-5-ene (0.21 g; 1.6 mmoles) are added to a mixture of 2-chloro-5-(2,4-dibromo-1-methyl-5-trifluorometh-ylpyrrol-3-yl)-4-fluorobenzoic acid (0.8 g; 1.6 mmoles) and N,N′-carbonyldiimidazole (0.77 g; 1.6 mmoles) in DMF (4 ml) heated to 40° C. for 1.5 hours, and the mixture is heated to 40° C. for 2 hours. The reaction mixture is poured into water (10 ml), extracted with ethyl ether (3×20 ml), the ether phase is washed with a saturated solution of sodium chloride, anhydrified on sodium sulfate and concentrated in a rotavapor. The raw product obtained (0.8 g) is chromatographed on silica gel, eluating with n-hexane/ethyl acetate 90:10. 0.4 g of product are obtained in the form of a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06391827B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-1181b1eb59554d0189ab71da8ffd3cb8 |
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| Source note | uspto-grants-2002_05 |
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