Dicyclohexylcarbodiimide → 2-[1-(3-amino-2-pyridyl)piperazin-4-yl-carbonyl]-5-[N-(tetrahydro-2-furanon-3-yl)carbamoyl]pyridine

6-[1-(3-amino-2-pyridyl)piperazin-4-yl-carbonyl]nicotinic acid (1 g) was added to a co-solvent of tetrahydrofuran (25 ml) and methylene chloride (15 ml) and with the successive addition of 1.3-dicyclohexylcarbodimide (1.3 g) and 1-hydroxybenzotriazole (0.46 g) at 15° C.˜20° C., the mixture was stirred for 2 hours. A mixture of α-amino-γ-butyrolactone hydrobromide (1.1 g) and triethylamine (0.9 ml) was added again to the mixture at 20° C. and stirred at 20° C.˜25° C. for 3 hours. With the addition of methylene chloride (50 ml), the mixture was washed with water 3 times, dried over magnesium sulfate and concentrated under reduced pressure. The concentrated residue was treated with ether for crystallization and recrystallized with chloroform and tetrahydrofuran to give a desired compound of 1.07 g (yield: 71%).

1. additionwas added again to the mixture at 20° C.
2. stirringstirred at 20° C.˜25° C. for 3 hours
3. washthe mixture was washed with water 3 times
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. additionThe concentrated residue was treated with ether for crystallization
7. customrecrystallized with chloroform and tetrahydrofuran

ORDレコード

ord-9401c1e6406940749ec725ff5f3c46de

出典データセット

uspto-grants-2001_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06306860B1