Trifluoroacetic acid → N-{[5-(4-amidinophenoxycarbonyl)thiophen-2-yl]methyl}-L-proline methyl ester bis(trifluoroacetate)

참여 물질

역할	이름	HCID	투입량
반응물	Trifluoroacetic acid	HCID 6422	—
반응물	Benzenecarboximidamide, 4-hydroxy-, hydrochloride (1:1)	HCID 217124	—
반응물	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
반응물	N-[(5-tert-butoxycarbonylthiophen-2-yl)methyl]-L-proline methyl ester	HCID 86714698	—
용매	Pyridine	HCID 1049	—
생성물	Trifluoroacetic acid	HCID 6422	0.1%
생성물	N-{[5-(4-amidinophenoxycarbonyl)thiophen-2-yl]methyl}-L-proline methyl ester bis(trifluoroacetate)	HCID 86714696	29%

반응 단계

To the compound (0.55 g, 1.7 mmol) obtained in step 1 was added trifluoroacetic acid (10 ml), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, pyridine (10 ml), 4-hydroxybenzamidine hydrochloride (0.35 g, 2.0 mmol), and WSC hydrochloride (0.48 g, 2.5 mmol) were added to the obtained residue, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by high performance liquid chromatography (water-acetonitrile, each containing 0.1% trifluoroacetic acid) to give the title compound (0.30 g, 0.49 mmol, 29%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09346821B2
출처 데이터셋	uspto-grants-2016_05
ORD ID	ord-f30eda8940cb4ad9ab51feafb1cafcaf
출처 메모	uspto-grants-2016_05