HCID 66718591, compound → HCID 66718751, compound
Reaction equation
C([O:8][CH2:9][CH:10]1[CH2:23][O:22][C:13]2=[N:14][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:17]=[C:12]2[O:11]1)C1C=CC=CC=1>C(O)C.[Pd]>[F:21][C:18]([F:19])([F:20])[C:15]1[N:14]=[C:13]2[O:22][CH2:23][CH:10]([CH2:9][OH:8])[O:11][C:12]2=[CH:17][CH:16]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred solution of 2-benzyloxymethyl-6-trifluoromethyl-2,3-dihydro[1,4]dioxino[2,3-b]pyridine (420 mg, 1.3 mmol) in ethanol (50 mL) was added 10% palladium on carbon (10 mg, cat.). The reaction mixture was evacuated and purged with hydrogen six times, then stirred for 3 hours under a hydrogen atmosphere. The reaction mixture was filtered through celite, washing with EtOH (60 mL), and the filtrate evaporated to dryness. Trituration using DCM/hexanes gave the title compound (250 mg, 78%) as a solid. m/z=236.2 (M+1), r.t.=2.46 mins. 1H NMR (400 MHz; CDCl3) δ7.38-7.28 (2H, m), 4.50-4.46 (1H, m), 4.41 (1H, dd), 4.20 (1H, dd), 4.04 (1H, dd), 3.90 (1H, dd).