1-(2-Chloroethyl)-4-fluorobenzene → N-(1,1-Dimethylethyl)-3-[3-(4-fluorophenyl)propyl]-5-methyl-2-pyridine carboxamide

참여 물질

역할	이름	HCID	투입량
반응물	1-(2-Chloroethyl)-4-fluorobenzene	HCID 67622	—
반응물	Sodium Bromide	HCID 253881	—
반응물	N-tert-Butyl-3-methylpyridine-2-carboxamide	HCID 5463796	—
반응물	Butyllithium	HCID 178418339	—
용매	Tetrahydrofuran	HCID 8028	—
생성물	N-(1,1-Dimethylethyl)-3-[3-(4-fluorophenyl)propyl]-5-methyl-2-pyridine carboxamide	HCID 19821696	—

반응 조건

온도	-5 °C

반응 단계

Cool a solution of N-(1,1-dimethylethyl)-3-methyl-2-pyridinecarboxamide in dry THF to -40° C. and add 2 equivalents of n-butyl lithium. Add a large excess of sodium bromide and stir for 15 minutes. Add 1 eq. of 4-fluorophenethyl chloride and stir for 2.5 hours while warming to -5° C. Quench the reaction with water and extract the product twice with ethyl acetate, then wash with brine (2X). Dry the organic phase over Na2SO4, filter and remove the solvent to produce the title compound.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US05104876
출처 데이터셋	uspto-grants-1992_04
ORD ID	ord-d52e31073cdd4be18443743cf47c3f6f
출처 메모	uspto-grants-1992_04