Hydrochloric Acid → HCID 67013086, compound

Participants

Reaction Steps

To a solution of 600 mg (1.01 mmol) of 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(2-methoxy-ethoxy)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide hydrochloride (example 10 (vi)) in 50 mL CH2Cl2 2 mL (2.02 mmol) of a 1M solution of BBr3 in CH2Cl2 were added. The mixture was stirred at room temperature for 6 h. After standing over night the solvent was removed in vacuo and the residue was purified by preparative HPLC (eluent: CH3CN/H2O/0.1% CF3COOH). The fractions containing the product were combined and concentrated in vacuo. The residue was dissolved in CH2Cl2 an washed with 0.1N NaOH solution. The solvent was removed in vacuo and the residue lyophilized with 2.5 equivalents of 1N HCl yielding 464 mg (79%) of the hydrochloride salt of the desired product.

Provenance & Evidence