Lithium Hydroxide → HCID 71294354, compound

Participants

Reaction Conditions

Reaction Steps

In a 25 mL round-bottomed flask, the above prepared 2-(2,2,2-trifluoro-ethoxy)-3′,4′,5′,6′-tetrahydro-2′H-[3,4]bipyridinyl-5,1′-dicarboxylic acid 1′-tert-butyl ester 5-methyl ester (1.266 g, 2.42 mmol, Eq: 1.00) was combined with tetrahydrofuran (7 mL) and water (3.5 mL) to give a colorless solution. Lithium hydroxide (145 mg, 6.05 mmol, Eq: 2.5) was added and the reaction mixture was stirred at 40° C. for 3 h when TLC indicated the absence of starting material. Work up: 10 mL H2O and 10 mL sat NH4Cl were added and the reaction mixture was extracted with AcOEt (2×50 ml). The organic layers were washed with H2O/NaCl solution, combined, dried over Na2SO4 and concentrated in vacuo. Crystallization from EtOAc and heptane afforded 800 mg of the title compound as white solid; MS (EI) 403.6 (M−H)−.

Provenance & Evidence