Propionic Acid → (+/-)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-quinoxalin-2-yl-non-4-enoic acid ethyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	Propionic Acid	HCID 1032	—
反応物	Triethyl orthoacetate	HCID 66221	—
反応物	(+/-)7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-quinoxalin-2-yl-hept-1-en-3-ol	HCID 69665953	—
反応物	Hydrochloric acid brine	HCID 131718760	—
生成物	(+/-)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-quinoxalin-2-yl-non-4-enoic acid ethyl ester	HCID 69666596	48%

反応条件

温度	150 °C

反応手順

A solution of the allylic alcohol 22-3 (0.26 g, 0.57 mmol) in (EtO)3CMe (10 mL) was treated with 100 μL of a 1 mL solution of (EtO)3CMe containing 10 μL of propionic acid. The yellow solution was heated at 150° C. for 90 minutes. The solution was cooled to room temperature and poured into 1N HCl/brine. The mixture was extracted with CHCl3, dried, concentrated, and purified on silica gel (90:5:5 CHCl3:EtOAc:MeOH) to give 0.143 g (48%) of 22-4.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07153862B2
出典データセット	uspto-grants-2006_12
ORD ID	ord-9f0c2d2ae3554ba4842efdb93e0c1261
出典メモ	uspto-grants-2006_12