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

関与物質

役割	名称	HCID	仕込み量
反応物	Trifluoroacetic acid	HCID 6422	—
反応物	Benzenecarboximidamide, 4-hydroxy-, hydrochloride (1:1)	HCID 217124	—
反応物	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
反応物	N-[(5-tert-butoxycarbonylthiophen-2-yl)methyl]-L-proline methyl ester	HCID 86714698	—
溶媒	Pyridine	HCID 1049	—
生成物	Trifluoroacetic acid	HCID 6422	0.1%
生成物	N-{[5-(4-amidinophenoxycarbonyl)thiophen-2-yl]methyl}-L-proline methyl ester bis(trifluoroacetate)	HCID 86714696	29%

反応手順

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%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09346821B2
出典データセット	uspto-grants-2016_05
ORD ID	ord-f30eda8940cb4ad9ab51feafb1cafcaf
出典メモ	uspto-grants-2016_05