反应详情

A solution of 0.100 g (0.152 mmol) (3R,4R)-3-[1-(2-amino-ethyl)-1,2,3,4-tetrahydro-quinolin-7-ylmethoxy]-4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidine-1-carboxylic acid tert-butyl ester [example 15(b)] and 0.029 g (0.303 mmol, 2.0 equiv.) of sulfamide in 3 ml of tetrahydrofuran was refluxed for 72 h. The reaction mixture was poured into 50 ml of an ice/water mixture and extracted three times with 50 ml of ethyl acetate. The combined organic phases were washed twice with 25 ml of water, evaporated under reduced pressure and dried in a high vacuum. The thus obtained crude product was purified by chromatography on silica gel using a 100:10:1 v/v/v mixture of dichloromethane/methanol/28% ammonium hydroxide solution as eluent to yield 0.071 g (0.096 mmol, 63.2% of theory) of (3R,4R)-3-[1-(2-sulfamoylamino-ethyl)-1,2,3,4-tetrahydro-quinolin-7-ylmethoxy]-4 -[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidine-1-carboxylic acid tert-butyl ester as a yellow oil; MS: 739 (M+H)+.

1. extractionextracted three times with 50 ml of ethyl acetate
2. washThe combined organic phases were washed twice with 25 ml of water
3. customevaporated under reduced pressure
4. customdried in a high vacuum
5. customThe thus obtained crude product
6. customwas purified by chromatography on silica gel using
7. additiona 100:10:1 v/v/v mixture of dichloromethane/methanol/28% ammonium hydroxide solution as eluent