5-Chloro-2-picolinic acid → 5-Chloro-pyridine-2-carboxylic acid (3-[1,3]dioxolan-2-yl-phenyl)-amide

Participants

Reaction Steps

The title compound is prepared according to the reaction sequence described above for L-7 starting from 5-chloropyridine-2-carboxylic acid and 3-aminobenzaldehyde ethylene acetal to yield 5-chloro-pyridine-2-carboxylic acid (3-[1,3]dioxolan-2-yl-phenyl)-amide; LC-MS A: tR=0.84 min; [M+H]+=305.13 which is treated with m-chloro-perbenzoic acid to deliver 5-chloro-1-oxy-pyridine-2-carboxylic acid (3-[1,3]dioxolan-2-yl-phenyl)-amide; LC-MS A: tR=0.77 min; [M+H]+=321.02, then deprotected with HCl 10% to yield 5-chloro-1-oxy-pyridine-2-carboxylic acid (3-formyl-phenyl)-amide LC-MS A: tR=0.72 min; [M+H]+=277.01.

Provenance & Evidence