Diisopropylethylamine → Methyl 1-[(4-{[(tert-butoxycarbonyl)amino]methyl}piperidine-1-yl)methyl]cyclopentanecarboxylate

https://huagongshe.com/ko/reaction/736413

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	Tert-butyl (piperidin-4-ylmethyl)carbamate	HCID 723429	—
반응물	1-{[4-({[(3-isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl]amino}methyl)piperidin-1-yl]methyl}cyclopentanecarboxylic acid	HCID 11510532	—
용매	N-methyl-2-pyrrolidone	HCID 13387	—
용매	Sodium Bicarbonate	HCID 516892	—
생성물	Methyl 1-[(4-{[(tert-butoxycarbonyl)amino]methyl}piperidine-1-yl)methyl]cyclopentanecarboxylate	HCID 67232469	67.2%

반응 조건

온도	120 °C

반응 단계

A mixture of Methyl 1-(iodomethyl)cyclopentanecarboxylate (5.52 g, 0.0206 mol, Step 1), tert-butyl (piperidin-4-ylmethyl)carbamate (8.83 g, 0.0412 mol) and iPr2NEt (10.76 mL, 0.0618 mol) in N-methylpyrrolidone (70 mL) was stirred at 120° C. for 24 h. After cooling, the reaction mixture was diluted with sat. NaHCO3 aq. (200 mL), extracted with AcOEt (200 mL) for three times, and the combined organic layer was washed with water (200 mL) and brine (200 mL). The organic layer was dried over Na2SO4, filtered and concentrated. Removal of the solvent gave a residue, which was chromatographed on a column of silica gel eluting with EtOAc/hexane (1:1) to give 4.91 g (67%) of title compound as a yellow syrup.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07595329B2
출처 데이터셋	uspto-grants-2009_09
ORD ID	ord-df2cbae2cf924e569589faf7c96324f7
출처 메모	uspto-grants-2009_09