Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59758847 | HCID 59758847 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 59759056 | HCID 59759056 | — |
Reaction Steps
2-[(4-{2-[(4-Aminobenzyl)(5-ethylpyrimidin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (175 mg) synthesized in Example 439-2 was dissolved in dichloroethane (2.0 mL), propionylaldehyde (24 mg), acetic acid (20 μL) and triacetoxysodium tetrahydroborate (100 mg) were successively added thereto, and the mixture was stirred at room temperature for 2 hr. Saturated aqueous sodium hydrogen carbonate solution 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=3:1) to give the title compound (68 mg) 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-5890676bb103473a93806421904b415a |
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| Source note | uspto-grants-2011_09 |
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