Hydrochloric Acid → HCID 24986175, compound

Participants

Reaction Steps

Compound 25 (60 mg, 0.14 mmol) was treated with 2 mL 2N NaOH and 2 mL methanol at 80° C. for 2 hrs and acidified with 2N HCl. The major product in this reaction, 5-chloro-N-((1-(4-(methylamino)phenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide, was isolated with prep HPLC. MS found for C15H14ClN5OS (M+H)+ 348.1, 350.1. This compound (10 mg, 0.023 mmol) was dissolved in 1 mL DMSO. To it were added 20 μL DIEA and CH3OCH2COCl (25 μL, 0.23 mmol). The mixture was stirred for 30 min and directly subjected to prep HPLC to isolate the title compound. MS found for C18H18ClN5O3S (M+H)+ 420.1, 422.1 (Cl pattern).

Provenance & Evidence