Yield:216502-45-3 96%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at -50 - 20;

Steps:

83.a

a) Preparation of ethyl 1-(4,6-dichloro-1 ,3,5-triazin-2-yl)-4-piperidinecarboxylate; To a suspension of 2,4,6-trichloro-1 ,3,5-triazine (5.0 g, 27 mmol, 1.0 equiv) in dichloromethane (50 ml) at -5O⁰C, a premixed solution of ethyl 4-piperidinecarboxylate (4.1 ml, 27 mmol, 1.0 equiv) and diisopropylethylamine (DIEA, 14.2 ml, 81.3 mmol, 3.00 equiv) in dichloromethane (100 ml) was added dropwise via an addition funnel. The reaction mixture was allowed to warm to room temperature, and stirring was continued overnight. The solvent was removed under reduced pressure to yield 7.95 g (96%) of the title compound. MS (ES+): m/e 305.3 [M + H]⁺.

References:

WO2009/49165,2009,A1 Location in patent:Page/Page column 60-61