반응 #560452

ord-bf45ec46da5d4598abd2f75b21c2cb7f

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축concentrated
  2. 2
    workup.ADDITIONwater (10 mL) added
  3. 3
    추출extracted with diethyl ether (2×15 mL)
  4. 4
    건조The combined organic extracts were dried over calcium chloride
  5. 5
    농축concentrated

실험 절차

Lithium hydroxide solution (1M aqueous, 0.387 mL, 0.387 mmol, 3 eq) was added to a solution of ethyl 1-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)cyclobutanecarboxylate (61 mg, 0.129 mmol) in THF/methanol (2/1, 3 mL) and the mixture stirred at room temperature for 18 h. The mixture was acidified with HCL (1N aqueous, 0.645 mL, 0.645 mmol, 5 eq), concentrated, water (10 mL) added and extracted with diethyl ether (2×15 mL). The combined organic extracts were dried over calcium chloride and concentrated to give 1-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)cyclobutanecarboxylic acid as an off-white solid (43 mg, 75%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08633232B2uspto-grants-2014_01