反应详情

220 mg of 5-bromopyridine-2-carboxylic acid and 260 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide monohydrochloride were added in order to a pyridine (10 ml) solution of 500 mg of t-butyl 2-(4,5-diamino-2-(4-methanesulfonyl-phenoxy)-phenyl)-pyrrolidine-1-carboxylate, and the reaction liquid was stirred at room temperature for 12 hours. The reaction liquid was diluted with chloroform, washed with water and saturated saline in order, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, the resulting residue was dissolved in 10 ml of trifluoroacetic acid, and the reaction liquid was heated under reflux for 3 hours. After cooled, the reaction liquid was distilled under reduced pressure, and the resulting residue was diluted with chloroform, and then made basic with aqueous saturated sodium bicarbonate added thereto. Then, the organic layer was washed with saturated saline and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol/aqueous ammonia=50/1/0.1) to obtain the entitled compound as a colorless oily substance.

1. customthe reaction liquid
2. customThe reaction liquid
3. washwashed with water and saturated saline in order
4. dry with materialdried with anhydrous magnesium sulfate
5. customThe solvent was evaporated away under reduced pressure
6. dissolutionthe resulting residue was dissolved in 10 ml of trifluoroacetic acid
7. customthe reaction liquid
8. temperaturewas heated
9. temperatureunder reflux for 3 hours
10. temperatureAfter cooled
11. customthe reaction liquid
12. distillationwas distilled under reduced pressure
13. additionthe resulting residue was diluted with chloroform
14. additionadded
15. washThen, the organic layer was washed with saturated saline
16. dry with materialdried with anhydrous magnesium sulfate
17. customThe solvent was evaporated away under reduced pressure
18. customthe resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol/aqueous ammonia=50/1/0.1)
19. customto obtain the entitled compound as a colorless oily substance