Triethylamine → HCID 178495969, compound

Participants

Reaction Steps

A mixture of 2,2-dimethoxyethanamine (0.0129 mol), N,N-diethylethanamine (0.023 mol) and N,N-dimethyl-4-pyridinamine (0.0059 mol) in 1,4-dioxane (30 ml) was added to a solution of intermediate 11 (0.0117 mol) in 1,4-dioxane (10 ml), stirred at RT. The reaction mixture was stirred and refluxed overnight. The solvent was evaporated and the residue was washed with water and 1 N NaOH, then extracted with CH2Cl2. The separated organic layer was dried, filtered, and the solvent was evaporated. The residue was purified by open column chromatography over silica gel (eluent: CH2Cl2 /CH3OH 96/4). The pure fractions were collected and the solvent was evaporated, yielding 4.97 g (95%) of (±)-N"-cyano-N-[2-[4-(difluoromethoxy)-3-[(tetrahydro-3-furanyl)oxy]phenyl]propyl]-N'-(2,2-dimethoxyethyl)guanidine (intermediate 12).

Provenance & Evidence