Ethyl 4-bromobutyrate → HCID 68466841, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-[(1-methylethyl)oxy]-5-[3-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1,2,4-oxadiazol-5-yl]benzonitrile hydrochloride (Example 35) (0.104 g, 0.276 mmol) was stirred in acetonitrile (2 ml). DIPEA (0.097 ml, 0.553 mmol) and ethyl 4-bromobutanoate (0.059 ml, 0.414 mmol) were added and the reaction mixture stirred and heated at 80° C. under Argon for 6 hours. Additional ethyl 4-bromobutanoate (0.059 ml, 0.414 mmol) and DIPEA (0.097 ml, 0.553 mmol) were added and the reaction mixture stirred and heated at 80° C. under argon overnight. Then the reaction mixture was dissolved in EtOAc, washed with saturated NaHCO3 solution (3×15 ml) and water (15 ml) and the organics dried (MgSO4) and evaporated. The crude was purified by flash chromatography, eluting with EtOAc/iso-Hexane 10-20% (Biotage Column) and evaporated to give the title compound (84 mg) as an oil. MS (ES): C27H30N4O5 requires 490; found 491 [M+H]+.

Provenance & Evidence