Lithium Hydroxide → HCID 67973799, compound

Participants

Reaction Steps

To a solution of 1-[5-((S)-1-{(S)-2-[(S)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3-methyl-butyryl}-pyrrolidin-2-yl)-pyridin-3-yl]-1H-indole-4-carboxylic acid ethyl ester (I-1A-1d: 1.2 g, 1.9 mmol) in THF (5 mL) and MeOH (1.7 mL) was added a solution of LiOH (0.080 g, 3.5 mmol) in water (1.7 mL). The mixture was stirred at room temperature for 5 hours. More LiOH (0.023 g, 0.97 mmol) was added and stirring continued for overnight. The reaction mixture was quenched with water and concentrated under reduced pressure to remove THF. The remaining mixture was diluted with water and neutralized with 1 M HCl dropwise until pH=4. The white precipitate formed was filtered and dried in vacuo to give the titled compound as a white powder (1.0 g, 87%).

Provenance & Evidence