Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (2-(4-Chlorophenyl)thiazol-4-yl)methanol | HCID 614508 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 58158123 | HCID 58158123 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44133052 | HCID 44133052 | — |
Reaction Steps
64 mg (0.57 mmol) of potassium tert-butoxide were suspended in 3.5 ml of DMF, 96 mg (0.42 mmol) of [2-(4-chlorophenyl)-1,3-thiazol-4-yl]methanol [Simiti, I. et al. Arch. Pharm. 1972, 305, 509-515] and then 100 mg (0.28 mmol) of the compound from Example 21A were added and the mixture was stirred at 60° C. for 16 h. Another 64 mg (0.57 mmol) of potassium tert-butoxide were added, and the reaction was stirred once more at 80° C. overnight. Water was added, and the reaction solution was extracted 3 times with ethyl acetate. The organic phase was dried over magnesium sulfate, filtered off and concentrated on a rotary evaporator, The crude product was and purified by preparative HPLC (Chromasil, water/acetonitrile).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618119B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-3584b186ca3b436ea2ea50f8622d84f9 |
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| Source note | uspto-grants-2013_12 |
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