1-Hydroxybenzotriazole → HCID 86656351、化合物

4-(4-Methoxybutyl)-2,2-dimethyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acid (100 mg) was dissolved in dimethylformamide (2 ml), and thereto were added 1-hydroxybenzotriazole (61.1 mg), 1-ethyl-3-(dimethylaminopropyl)carbodiimide hydrochloride (76.5 mg), triethylamine (55.6 μl) and tert-butyl (3R)-3-aminopiperidine-1-carboxylate (64.0 mg), and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added a 5% aqueous sodium hydrogen sulfate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with a 5% aqueous sodium hydrogen sulfate solution, a saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give the title compound (1136 mg) as a white solid.

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with a 5% aqueous sodium hydrogen sulfate solution
3. dry with materiala saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution, dried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)

ORDレコード

ord-fec7598eeb8e401fa8db494b8065e12c

出典データセット

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08389511B2