تفاعل #72260

معادلة التفاعل

Dichloromethane

cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylic acid

WSC hydrochloride

HOBT

→

title compound

المردود 44.0%

cis(±)-2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-N-[2-(diethylamino)ethyl]-4-methyl-1,3-thiazole-5-carboxylic acid amide

المردود 44.0%

المذيبات

ethyl acetate

sodium bicarbonate

DMA

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGby stirring at room temperature for one day
2. 2
   غسيلThe organic layer was washed with brine
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

Dichloromethane (0.75 mL) and DMA (0.75 mL) were added to N,N-diethylene-1,2-diamine (6 mg, 0.05 mmol). While the mixture was stirred, cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylic acid obtained in Example (14a) (20 mg, 0.05 mmol), WSC hydrochloride (30 mg, 0.15 mmol) and HOBT (10 mg, 0.08 mmol) were added, followed by stirring at room temperature for one day. The reaction solution was diluted with ethyl acetate and aqueous sodium bicarbonate solution. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was solidified with diethyl ether and hexane to obtain 11 mg of the title compound as a white solid (44%).

المصدر