4-Methylmorpholine → HCID 66650393, compound

Participants

Reaction Steps

Add dimethylformamide (20 mL) is to a mixture of 2-amino-1-(4-fluoro-3-trifluoromethyl-phenyl)-propan-1-one toluene-4-sulfonic acid salt (900 mg; 1.00 equiv; 2.21 mmoles) and 1-Boc-piperidine-4-carboxylic acid (Boc-Inp-OH) (613.96 mg, 1.20 equiv; 2.65 mmoles) at room temperature. Add N-methylmorpholine (6.00 equiv; 13.26 mmoles; 1.46 mL) to the above solution, then 1-propanephosphonic acid cyclic anhydride (1.50 equiv; 3.31 mmoles; 862.14 μL) at 0° C. Warm the mixture to room temperature while stirring for one hour. Dilute the mixture with EtOAc, wash with water, 1M citric acid, water, saturated NaHCO3, and saturated aqueous sodium chloride and dry over Na2SO4. Purify the residue by dissolving in CH2Cl2, loading onto a silica gel column and eluting with EtOAc to give 500 mg (51%) of the title compound.

Provenance & Evidence