HCID 10619851, compound → HCID 10761696, compound

Participants

Reaction Steps

Methyllithium (53 ml, 74.2 mmol, 1.4M in ether) is added to toluene (15 ml) in a dry flask under a nitrogen atmosphere at -78°. 1-Benzyl-4-[N-methyl-N-(3-(1-methyl-1-cyanoethyl)amino-6-fluoro-2-pyridinyl)amino]piperidine (EXAMPLE 152, 2.83 g, 7.42 mmol) in toluene (15 ml) is cooled to -78° and cannulated into the methyllithium mixture. The mixture is allowed to warm gradually to 20°-25°, then quenched cautiously with water. The mixture is extracted with chloroform and the extract dried over sodium sulfate, filtered and concentrated. The concentrate is chromatography (silica gel, 100 g; ethyl acetate/hexane (20/80)) to give the title compound; NMR (300 MHz, CD3OD) 7.55, 7.48, 6.78, 3.68, 3.25, 3.10, 2.74, 2.20-2.30, 1.75-1.90 and 1.52δ.

Provenance & Evidence