Sodium Hydroxide → HCID 70977696, compound

Participants

Reaction Steps

To a solution of methyl (R or S)-5-hydroxy-5-(5-(6-((4-methoxypyridin-2-yl)amino)-4-methylpyridin-2-yl)thiazol-2-yl)-5,6,7,8-tetrahydronaphthalene-2-carboxylate (fast or slow enantiomer from step 2, 101 mg, 0.2 mmol) in MeOH (6 mL) was added a solution of sodium hydroxide (2 mL, 0.3 M, 0.6 mmol) and the mixture was heated to reflux for 1 hour. Methanol was removed under reduced pressure and the residue was diluted with 10 mL of water. The pH was adjusted to 6 with 1 M HCl, during which time a precipitate developed. The white precipitate was collected by filtration and washed with water and dried to afford (R or S)-5-hydroxy-5-(5-(6-((4-methoxypyridin-2-yl)amino)-4-methylpyridin-2-yl)thiazol-2-yl)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid.

Provenance & Evidence