Sodium Hydroxide → HCID 58746424, compound

Participants

Reaction Steps

1-Benzoyl-3-[2-(1-benzyl-piperidin-4-ylamino)-benzothiazol-6-yl]-thiourea (Example 37, 29 mg, 0.058 mmol) was placed in an argon purged flask. THF (3 mL) was added followed by 2M NaOH (0.13 mL, 4.4 eq.). The mixture was heated to reflux for 44 hours. The solvent was evaporated. The mixture was diluted with water (2 mL) and ethyl acetate (10 mL). The layers were separated and the aqueous phase (saturated with NaCl) extracted with ethyl acetate (2×10 mL). The combined organic fractions were dried over MgSO4, filtered and evaporated to give a yellow oil which was dried under high vacuum overnight. (crude yield: 25.2 mg). The product was used directly in the subsequent step (Example 39).

Provenance & Evidence