Cesium carbonate → (NZ)-N-[5-methyl-3-(4-methylsulfanylphenyl)-1,3-thiazol-2-ylidene]pyrrolidine-1-carboxamide

온도

120 °C

To a 4 mL vial equipped with a septum cap and stir bar was added N-(5-methyl-1,3-thiazol-2-yl)pyrrolidine-1-carboxamide (50 mg, 0.24 mmol), copper(I) trifluoromethanesulfonate benzene complex (23.8 mg, 0.05 mmol), 5-chloro-1,10-phenanthroline (20.3 mg, 0.09 mmol) and cesium carbonate (84.8 mg, 0.26 mmol). The mixture was placed under a nitrogen atmosphere. (4-Bromophenyl)(methyl)sulfane (0.28 mmol) in 1-methyl-2-pyrrolidinone (1.0 mL) was added to the mixture. The reaction mixture was heated at 120° C. for overnight. A solution of concentrated ammonium hydroxide/water (1:2, 1 mL) was added and the mixture was filtered and solvent removed under reduced pressure. The residue was purified by reverse phase HPLC (C8, gradient 10-100% acetonitrile/water/0.1% trifluoroacetic acid).

1. customTo a 4 mL vial equipped with a septum
2. customcap
3. filtrationthe mixture was filtered
4. customsolvent removed under reduced pressure
5. customThe residue was purified by reverse phase HPLC (C8, gradient 10-100% acetonitrile/water/0.1% trifluoroacetic acid)

ORD 기록

ord-1cc60547cd994901bce749ede1d15e81

출처 데이터셋

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08383657B2