Potassium Carbonate → [3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester

참여 물질

역할	이름	HCID	투입량
반응물	Potassium Carbonate	HCID 11430	—
반응물	L-Proline	HCID 145742	—
반응물	2-Morpholinoethylamine	HCID 408285	—
반응물	tert-Butyl 3-iodobenzylcarbamate	HCID 11645663	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
용매	Dimethyl Sulfoxide	HCID 679	—
생성물	[3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester	HCID 67415913	76.3%

반응 조건

온도	85 °C

반응 단계

A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (272 mg, 0.816 mmol), 4-(2-aminoethyl)morpholine (0.16 mL, 1.225 mmol), K2CO3 (232 mg, 1.679 mmol), CuI (19 mg, 0.10 mmol), L-proline (19 mg, 0.163 mmol) and DMSO (5 mL) was heated at 85° C. for 1 h. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (×3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(2-morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester (200 mg) as an orange viscous oil. m/z (M+1) 336.16.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08349836B2
출처 데이터셋	uspto-grants-2013_01
ORD ID	ord-741b84d02e564713a9e45fa55bee542a
출처 메모	uspto-grants-2013_01