Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 66818531 | HCID 66818531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66818426 | HCID 66818426 | 80.1% |
Reaction Steps
4-Fluoro benzene sulfonyl chloride (0.15 g, 0.77 mmol), dissolved in 2 ml of tetrahydrofuran (THF), was added to a stirred solution of 3-amino-2,6-bis(4-cyano phenoxy)pyridine (0.25 g, 0.77 mmol), triethylamine (0.155 g, 1.54 mmol) and N,N-diisopropylethylamine (0.1 g, 0.77 mmol), in 10 ml of THF, in an inert atmosphere and stirred at RT for 12 h. The reaction mixture was concentrated and dissolved in 100 ml of ethyl acetate, washed with 1 N HCl followed by saturated brine solution and dried over anhydrous sodium sulphate. The organic phase was concentrated and the crude product was purified by column chromatography to afford 0.3 g of the required compound. 1H NMR (DMSO-d6): δ 6.94 (1H, d), 7.12 (2H, m), 7.25 (1H, d), 7.35 (4H, d), 7.56 (4H, m), 7.80 (4H, m), 8.04 (4H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722930B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-3279b4fbfe1a44c390ceb2a5ceb7553b |
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| Source note | uspto-grants-2014_05 |
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