Dichloromethane → 4-{4-[(3RS,4SR)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-piperidin-1-yl]-butyl}-1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-[1,4]diazepan-5-one

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Reaction Steps

A solution of 0.279 g (0.56 mmol) of 1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-4-(4-iodo-butyl)-[1,4]diazepan-5-one (example 9B) in 2 ml of DMA was treated with 0.195 ml (0.56 mmol) of (cis)-(rac)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-piperidine (intermediate 25) and 0.184 g (0.56 mmol) of cesium carbonate. After 2.25 h at RT, CH2Cl2 was added, filtrated and evaporated. Purification by catridges, Si-Amine, 50 g, (EtOAc/n-heptane 4:1) gave 0.300 g (75%) of the title compound as light brown foam. MS: 712.6 (MH+, 2Cl).

Provenance & Evidence