ML-243 synthesis
- Product Name:ML-243
- CAS Number:1426576-80-8
- Molecular formula:C14H16N2OS
- Molecular Weight:260.35
1779-81-3
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Yield:1426576-80-8 40%
Reaction Conditions:
with dmap;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;N-ethyl-N,N-diisopropylamine in dichloromethane at 20; for 12 h;Inert atmosphere;
Steps:
II. Experimental Procedure
(E)-3-(4-ethylphenyl)acrylic acid (100 mg, 0.567 mmol), 3-((ethylimino)methyleneamino)-N,N-dimethylpropan-1-aminium chloride (163 mg, 0. 851 mmol), and N,N-dimethylpyridin-4-amine (13 mg, 0.19 mmol) were dissolved in dichloromethane (10 mL). N-ethyl-N-isopropylpropan-2-amine (161 mg, 1.248 mmol) was added followed by 4,5-dihydrothiazol-2-amine (64 mg, 0.624 mmol). The reaction mixture was stirred for 12 hours at room temperature. The reaction was concentrated under vacuum. Purification by column chromatography provided (E)-N-(4,5-dihydrothiazol-2-yl)-3-(4-ethylphenyl)acrylamide as a white powder (58 mg, 40% yield).
References:
Germain, Andrew R.;Carmody, Leigh C.;Nag, Partha P.;Morgan, Barbara;Verplank, Lynn;Fernandez, Cristina;Donckele, Etienne;Feng, Yuxiong;Perez, Jose R.;Dandapani, Sivaraman;Palmer, Michelle;Lander, Eric S.;Gupta, Piyush B.;Schreiber, Stuart L.;Munoz, Benito [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 6,p. 1834 - 1838] Location in patent:supporting information