Trimethylsilylacetylene → 1-methyl-5-trimethylsilanylethynyl-1H-imidazole-2-carboxylic acid ethyl ester

温度

70 °C

To a solution of 800 mg (3.43 mmol) of 5-bromo-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester in Et3N (10 mL) and THF (10 mL) was added 33 mg (0.17 mmol) of CuI and 120 mg (0.10 mmol) of Pd(PPh3)4. Trimethylsilylacetylene (0.48 mL, 3.4 mmol) was then added and the reaction was heated at 70° C. under N2. After 12 h, the mixture was cooled and filtered though a pad of celite, and then concentrated and chromatographed (0-50% EtOAc in hexanes) to give 1-methyl-5-trimethylsilanylethynyl-1H-imidazole-2-carboxylic acid ethyl ester as a brown oil (205 mg).

1. temperaturethe mixture was cooled
2. filtrationfiltered though a pad of celite
3. concentrationconcentrated
4. customchromatographed (0-50% EtOAc in hexanes)

ORDレコード

ord-a8821904fc924aff9410bae47f10b2c8

出典データセット

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07514458B2