反应详情

Add 4-{[(2,4-dichloro-thiazol-5-yl)methyl]-(2-hydroxy-2-methyl-propyl)-amino}-piperidine-1-carboxylic acid tert-butyl ester (0.4487 g, 1.02 mmol) to a stirred solution of dichloromethane (60 mL) and anisole (9.0 mL, 82.8 mmol). Cool the reaction to 0° C. Add the trifluoroacetic acid (6.0 mL, 72.9 mmol). Stir the reaction for 10 minutes at 0° C. and then for 2 hours at room temperature. The reaction is loaded directly onto a 10 g prepacked SCX-2 cartridge and washed with methanol (200 mL). The product is then eluted off with 2M ammonia in methanol (100 mL) and concentrated on a rotary evaporator to yield 0.3448 g (99%) of N-(2-hydroxy-2-methylpropyl)-N-[(2,4-dichloro-1,3-thiazol-5-yl)methyl]piperidin-4-amine: mass spectrum (ion spray): m/z=338.1 (M+1); 1H NMR (CDCl3): δ=3.97 (s, 2H), 3.18-3.15 (m, 2H), 2.59-2.53 (m, 5H), 1.80-1.70 (m, 4H), 1.49-1.39 (m, 2H), 1.22 (s, 6H).

1. temperatureCool
2. customthe reaction to 0° C
3. customthe reaction for 10 minutes at 0° C.
4. washwashed with methanol (200 mL)
5. washThe product is then eluted off with 2M ammonia in methanol (100 mL)
6. concentrationconcentrated on a rotary evaporator