Acetonitrile → (S)-tert-butyl (1-(7-fluoro-2-(2-(methylthio)phenyl)quinolin-3-yl)ethyl)carbamate

참여 물질

역할	이름	HCID	투입량
반응물	Acetonitrile	HCID 6342	—
반응물	Sodium Carbonate	HCID 10340	—
반응물	2-(Methylthio)benzeneboronic acid	HCID 2773543	—
반응물	(S)-tert-butyl (1-(2-chloro-7-fluoroquinolin-3-yl)ethyl)carbamate	HCID 86698502	—
촉매	HCID 178418397	HCID 178418397	—
용매	Water	HCID 962	—
생성물	(S)-tert-butyl (1-(7-fluoro-2-(2-(methylthio)phenyl)quinolin-3-yl)ethyl)carbamate	HCID 86698501	94.8%

반응 조건

온도	85 °C

반응 단계

A mixture of (S)-tert-butyl (1-(2-chloro-7-fluoroquinolin-3-yl)ethyl)carbamate (382 mg, 1.2 mmol), 2-(methylthio)phenylboronic acid (257 mg, 1.3 eq), Na2CO3 (623 mg, 5.0 eq), Pd(PPh3)4 (93 mg, 5%), MeCN (9 mL) and water (3 mL) was heated to 85° C. under N2 overnight. After cooling to rt, the reaction was partitioned between EtOAc (10 mL) and water (5 mL). The organic layer was separated, washed, dried and concentrated. The residue was purified by column chromatography on silica gel to give a white solid (S)-tert-butyl (1-(7-fluoro-2-(2-(methylthio)phenyl)quinolin-3-yl)ethyl)carbamate (460 mg, 94.8%). Mass Spectrum (ESI) m/e=413 (M+1).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08835432B2
출처 데이터셋	uspto-grants-2014_09
ORD ID	ord-f4e0eee6cf5b42bba0ce16d404add6d2
출처 메모	uspto-grants-2014_09