4-(Chloromethyl)benzoyl chloride → [4-(2-{[4-(Chloromethyl)phenyl]carbonylamino}-1-methylbenzimidazol-5-yloxy)(2-pyridyl)]-n-methylcarboxamide

https://huagongshe.com/ko/reaction/1915649

참여 물질

역할	이름	HCID	투입량
반응물	4-(Chloromethyl)benzoyl chloride	HCID 70136	—
반응물	Sodium thiocyanate	HCID 516871	—
반응물	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
반응물	4-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid methylamide	HCID 17755838	—
용매	Acetone	HCID 180	—
생성물	[4-(2-{[4-(Chloromethyl)phenyl]carbonylamino}-1-methylbenzimidazol-5-yloxy)(2-pyridyl)]-n-methylcarboxamide	HCID 131725840	—

반응 단계

A solution of sodium thiocyanate (1 eq) in acetone was added slowly in to a solution of 4-(chloromethyl)benzoylchloride (1 eq) in acetone at 0° C. The mixture was then filtered in to a solution of {4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-N-methylcarboxamide (1 eq) in acetone. Formation of N-acylthiourea was followed by LC/MS. The mixture was concentrated and taken in tetrahydrofuran and to it was added 1-ethyl-(3-dimethylaminopropyl)carbodimidehydrochloride (2 eq) and stirred at ambient temperature for 16 h. The mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was then dried and concentrated to yield [4-(2-{[4-(chloromethyl)phenyl]carbonylamino)-1-methylbenzimidazol-5-yloxy)(2-pyridyl)]-N-methylcarboxamide. MS: MH+=449.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08614330B2
출처 데이터셋	uspto-grants-2013_12
ORD ID	ord-1bc9c99db8ec4c1fae5a4f6ff718ed37
출처 메모	uspto-grants-2013_12