Tetrahydrofuran → HCID 19981691, compound

Participants

Reaction Steps

To a solution of Compound (28) (29.6 g; 80.0 mmol) and 4-methylpiperidine (10.4 ml; 88.0 mmol) in tetrahydrofuran (100 ml), 1-hydroxybenzotriazole (16.2 g; 120 mmol) was added under cooling. Dicyclohexylcarbodiimide (18.2 g; 88.0 mmol) in tetrahydrofuran (50 ml) was dropwise added thereto, and the resultant mixture was stirred under cooling for 1 hour and at room temperature for 4 hours. After removal of insoluble materials by filtration, the filtrate was concentrated and combined with ethyl acetate. The resulting mixture was washed with 10% citric acid, a saturated aqueous sodium chloride solution, a saturated aqueous sodium hydrogen carbonate solution and a saturated sodium chloride solution in order three times. The organic layer was collected, dried over anhydrous sodium sulfate and concentrated to give Compound (29) (36.0 g; yield, 100%).

Provenance & Evidence