Ethyl propiolate → (E)-3-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-acrylic acid ethyl ester

To a solution of 1-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one (0.1 g, 0.34 mmol) in AcCN (2 mL) and DMF (1 mL) were added ethyl propiolate (0.04 mL, 0.34 mmol) and DMAP (0.02 mL, 0.17 mmol). The reaction mixture was stirred at room temperature for 2 h. When the reaction was complete, the reaction mixture was diluted with CH2Cl2 and washed with water. The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 95:5 CH2Cl2:MeOH as an eluent to afford 0.11 g of the desired product as a white solid. LCMS (ESMS): m/z 393.13 (M+H+).

1. washwashed with water
2. dry with materialThe organic phase was dried over Na2SO4
3. concentrationconcentrated
4. customThe resulting residue was purified by silica gel prep TLC

ORDレコード

ord-013705c8404a44b3936d326b5018f2b6

出典データセット

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09150556B2