Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59759334 | HCID 59759334 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 59758969 | HCID 59758969 | — |
Reaction Steps
2-[(4-{2-[(4-Chlorophenyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (1.03 g) synthesized in Example 286-2 and heptylaldehyde (0.34 g) were dissolved in dichloroethane (15 mL), acetic acid (171 μL) and hydrogenated tri(acetoxy)boric acid (0.79 g) were successively added thereto, and the mixture was stirred at room temperature for 2.5 hr. Saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=10:1) to give the title compound (1.07 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026370B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-6187a04f22cf4fb3b7a5da8531a75967 |
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| Source note | uspto-grants-2011_09 |
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