2-Ethoxy-1-naphthoic acid → 2-[(2-Ethoxy-naphthalene-1-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	2-Ethoxy-1-naphthoic acid	HCID 75210	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
反応物	Ethyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate	HCID 10921653	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	2-[(2-Ethoxy-naphthalene-1-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester	HCID 59314345	67.2%

反応手順

To a solution of 2-ethoxy-naphthalene-1-carboxylic acid (335 mg, 1.55 mmol), 2-amino-indan-2-carboxylic acid ethyl ester (318 mg, 1.55 mmol), HATU (886 mg, 2.33 mmol) in anhydrous DMF (8 mL) is added DIPEA (385 μL, 2.33 mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (40 mL) and washed with water (1×10 mL) and brine (2×10 mL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by flash column chromatography (115 g silica gel, gradient elution: 5-50% EtOAc in heptane) to give a pure product (45) as white solid (420 mg, 67%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08569535B2
出典データセット	uspto-grants-2013_10
ORD ID	ord-a81bf9229bd542ff910d79010f6664e5
出典メモ	uspto-grants-2013_10