Hydrochloric Acid → HCID 67681755, compound

Participants

Reaction Steps

To (S)-tert-butyl 2-(5-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,9,10-tetrahydropyren-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (300 mg, 0.53 mmol) in DCM (5 mL) was added HCl (4M in dioxane, 1 mL). The solution stirred for 1 h, and the solvent was removed. The intermediate (247 mg, 0.53 mmol) was dissolved in DMF (5 mL). (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid (93 mg, 0.53 mmol), HATU (200 mg, 0.53 mmol), and DIPEA (0.46 mL, 2.65 mmol) were added sequentially. The solution was stirred o/n. The mixture was diluted with EtOAc, and washed with sat. NaHCO3, brine, dried with MgSO4, and concentrated, and the mixture was purified by silica gel chromatography to yield product (139 mg).

Provenance & Evidence