反应详情

温度

105 °C

(5-Chloro-2-dimethylaminomethyl-1H-indol-4-yl)-acetic acid ethyl ester (187 mg, 0.63 mmol) and formamide (84 microL, 2.12 mmol) are dissolved under an atmosphere of argon in dry DMF (1.5 ml). The solution is heated to 105° C., and NaOMe (118 microL of a 5.4 M solution in MeOH, 0.63 mmol) is added dropwise during 10 minutes. After 1 hour at 105° C., TLC analysis indicates complete consumption of the starting material. The reaction mixture is cooled to RT, diluted with water, and the pH value is adjusted to 7 by addition of aqueous 1 M NaHSO4. The mixture is concentrated, and the solid residue is purified by FCC (CH2Cl2/EtOH/aq NH3 70:27:3) to afford the title compound. ES-MS: 266.7 [M+H]+.

1. customconsumption of the starting material
2. temperatureThe reaction mixture is cooled to RT
3. additiondiluted with water
4. additionthe pH value is adjusted to 7 by addition of aqueous 1 M NaHSO4
5. concentrationThe mixture is concentrated
6. customthe solid residue is purified by FCC (CH2Cl2/EtOH/aq NH3 70:27:3)