Propyl chloroformate → (3-{3-Butyl-4-[2''-(2-chloro-benzoylsulfamoyl)-biphenyl-4-ylmethyl]-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}-4-chloro-phenyl)-carbamic acid propyl ester

https://huagongshe.com/ko/reaction/36254

참여 물질

역할	이름	HCID	투입량
반응물	Propyl chloroformate	HCID 7998	—
반응물	4''-[1-(5-Amino-2-chloro-phenyl)-3-butyl-5-oxo-1,5-dihydro-[1,2,4]triazol-4-ylmethyl]-biphenyl-2-sulfonic acid 2-chloro-benzoylamide	HCID 10032193	—
촉매	4-(Dimethylamino)pyridine	HCID 14284	—
용매	Pyridine	HCID 1049	—
생성물	(3-{3-Butyl-4-[2''-(2-chloro-benzoylsulfamoyl)-biphenyl-4-ylmethyl]-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}-4-chloro-phenyl)-carbamic acid propyl ester	HCID 10010207	65.7%

반응 단계

At room temperature, under N2, a solution of 20 mg (0.031 mmole) of 2-(5-amino-2-chlorophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 60), 3.8 mg (0.031 mmole) of DMAP, 18.9 mg (0.154 mmole) of propyl chloroformate, and 1 mL pyridine was stirred overnight. After quenching with methanol and water, the organic material was extracted with EtOAc, washed with water and brine, and dried over sodium sulfate. The crude product obtained after filtration and removal of volatiles was flash chromatographed over silica gel (gradient elution with 0.5-5% MeOH/CH2Cl2) to give 15 mg (65%) of the desired compound as a white solid, mp >119° C. (gradual), homogeneous by TLC (9:1 MeOH/CH2Cl2), mass spectrum (FAB) m/e 736 (M+1)+.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US05411980
출처 데이터셋	uspto-grants-1995_05
ORD ID	ord-2ed56beeec4340a8b46c668a07cf5fec
출처 메모	uspto-grants-1995_05