4-Methylmorpholine → Tert-butyl 2-[[(4-bromobenzoyl)amino]methyl]pyrrolidine-1-carboxylate

참여 물질

역할	이름	HCID	투입량
반응물	4-Methylmorpholine	HCID 7972	—
반응물	4-Bromobenzoic acid	HCID 11464	—
반응물	(+-)-2-(Aminomethyl)-1-N-Boc-pyrrolidine	HCID 2756484	—
반응물	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
용매	Dimethylformamide	HCID 6228	—
생성물	Tert-butyl 2-[[(4-bromobenzoyl)amino]methyl]pyrrolidine-1-carboxylate	HCID 58185404	100%

반응 단계

To 2-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (1.00 g, 4.97 mmol) and 4-bromo-benzoic acid (996 mg, 4.97 mmol) in DMF (25 mL) was added N-methylmorpholine (655 μl, 5.96 mmol) and HATU (1.89 g, 4.97 mmol). After stirring for 3 hours the reaction was concentrated then diluted with EtOAc and washed with 1N HCl, saturated NaHCO3, and brine. The organic phase was then dried over Na2SO4 and concentrated. The crude material was purified by silica gel chromatography (20-50% EtOAc-hexanes gradient) to afford 2-[(4-bromo-benzoylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (1.91 g, 4.97 mmol, quantitative yield). LCMS-ESI+: calc'd for C17H24BrN2O3: 383.1 (M+H+). Found: 383.6

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08669234B2
출처 데이터셋	uspto-grants-2014_03
ORD ID	ord-4f08e861e34d4ba7bf744d2c9a8050e3
출처 메모	uspto-grants-2014_03