(2-Bromoethoxy)-tert-butyldimethylsilane → HCID 21192931, compound

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Reaction Conditions

Reaction Steps

A mixture of N-(8-chloro-1,2,3,4-tetrahydroisoquinolin-7-yl)-4-methoxy-3-trifluoromethylbenzamide (0.192 g) and 2-bromoethoxy-tert-butyldimethylsilane (0.24 g) were combined in dimethylformamide and warmed to 80° C. for 18 h. Solvent was removed at reduced pressure, the residue dissolved in dichloromethane and washed with saturated sodium hydrogen carbonate. The organic phase was dried (MgSO4) and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, ammonia/methanol/dichloromethane mixtures as eluant) to give N-(2-(2-tert-butyldimethylsilyloxyethyl)-8-chloro-1,2,3,4-tetrahydroisoquinolin-7-yl)-4-methoxy-3-trifluoromethylbenzamide (0.09 g)

Provenance & Evidence