Sodium methanethiolate → 4-(3-Methylsulfanyl-1H-indazol-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/ko/reaction/68749

참여 물질

역할	이름	HCID	투입량
반응물	Sodium methanethiolate	HCID 4378561	—
반응물	Sodium t-butoxide	HCID 23676156	—
반응물	CyPF-tBu	HCID 58071418	—
반응물	HCID 178451733	HCID 178451733	—
촉매	palladium(II) acetate	HCID 167845	—
용매	1,2-Dimethoxyethane	HCID 8071	—
용매	Ethyl Acetate	HCID 8857	—
용매	Heptane	HCID 8900	—
생성물	4-(3-Methylsulfanyl-1H-indazol-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester	HCID 67447024	—

반응 조건

온도	100 °C

반응 단계

To a mixture of 4-(3-iodo-1H-indazol-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (213 mg, 0.50 mmol), sodium methanethiolate (39 mg, 0.55 mmol) and sodium tert-butoxide (67 mg, 0.7 mmol) in a pre-dried flask sealed under N2 was added 1 mL of a catalyst solution, which was prepared by mixing Pd(OAc)2 (12.4 mg, 0.055 mml) and JOSIPHOS CyPF-t-Bu (30.6 mg, 0.055 mmol) in DME (1.1 mL) under N2. The resulting mixture was heated in 100° C. oil bath for 5 h, then cooled and loaded onto a silica-gel column and chromatography (gradient eluant 20% to 50% EtOAc in heptane) to yield 4-(3-Methylsulfanyl-1H-indazol-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester as white crystalline solid.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08822447B2
출처 데이터셋	uspto-grants-2014_09
ORD ID	ord-973c579cd9854cb681b6e04dc8643d49
출처 메모	uspto-grants-2014_09