tert-Butyl piperazine-1-carboxylate → Tert-butyl 4-(6-cyanopyridin-3-yl)piperazine-1-carboxylate

참여 물질

역할	이름	HCID	투입량
반응물	tert-Butyl piperazine-1-carboxylate	HCID 143452	—
반응물	5-Bromopyridine-2-carbonitrile	HCID 817154	—
반응물	Sodium t-butoxide	HCID 23676156	—
촉매	Ferrocene-1,1'-bis-(diphenylphosphine)	HCID 635956	—
촉매	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
용매	Toluene	HCID 1140	—
생성물	Tert-butyl 4-(6-cyanopyridin-3-yl)piperazine-1-carboxylate	HCID 67030211	—

반응 조건

온도	120 °C

반응 단계

5-Bromo-pyridine-2-carbonitrile (8 mmol), tert-butyl 1-piperazine-carboxylate (9.6 mmol), Pd(dppf)Cl2 (0.24 mmol), dppf (0.36 mmol) and sodium tert-butoxide (11.9 mmol) are mixed in toluene (12 mL) and purged with N2. The mixture is heated in a microwave reactor at 120° C. for 15 minutes, poured into saturated Na2CO3 solution and extracted with EtOAc. The combined extracts are washed with saturated aqueous NaCl and dried over Na2SO4. After concentration, the residue is purified by silica gel chromatography (2:1 hexanes/EtOAc) to give tert-butyl 4-(6-cyano-pyridin-3-yl)-piperazine-1-carboxylate.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07572811B2
출처 데이터셋	uspto-grants-2009_08
ORD ID	ord-ba3598acb7104e6bb407b1de0f1fbc2d
출처 메모	uspto-grants-2009_08