4-(1-tert-Butoxypropan-2-yloxy)-7-methoxyquinoline → 2-(7-Methoxyquinolin-4-yloxy)propan-1-ol

Participants

Reaction Steps

A solution of 4-(1-tert-butoxypropan-2-yloxy)-7-methoxyquinoline in TFA (10 mL) was stirred for 45 min at 23° C. The solvent was removed under reduced pressure and the residue was partitioned between CH2Cl2 and 10% Na2CO3. The aqueous layer was extracted with CH2Cl2 (5 mL×4) and the combined organics were dried over MgSO4. The mixture was purified on 12 grams of silica eluting with 0-100% of 5% MeOH/CH2Cl2. MS (ESI pos. ion) m/z (MH+): 234. Calc'd exact mass for C13H15NO3: 233.

Provenance & Evidence