Diisopropylethylamine → 4-(Methoxymethyl)-4'-{[1-methoxy-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl

https://huagongshe.com/reaction/1519670

関与物質

役割	名称	HCID	仕込み量
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	4'-(Methoxymethyl)biphenyl-4-carboxylic acid	HCID 71268209	—
反応物	N,N2,O-trimethyl-3-oxoserinamide hydrochloride	HCID 86679246	—
溶媒	Dimethylformamide	HCID 6228	—
溶媒	Sodium chloride; water	HCID 57417360	—
生成物	4-(Methoxymethyl)-4'-{[1-methoxy-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl	HCID 71268148	70%

反応条件

温度	80 °C

反応手順

Intermediate 5-2 (0.39 g), HATU (0.57 g) and DIPEA (0.80 mL) were added to a DMF (6.0 mL) solution of 4′-(methoxymethyl)biphenyl-4-carboxylic acid (0.36 g) as obtained in Example 3-(3), and the mixture was stirred for 30 minutes at 80° C. Then, brine was added to the reaction mixture, the mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The desiccant was filtered out, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by NH type silica gel chromatography (gradient elution with hexane/ethyl acetate=50/50→0/100) to obtain 4-(methoxymethyl)-4′-{[1-methoxy-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl (yellow oil) (0.40 g, 69%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09073821B2
出典データセット	uspto-grants-2015_07
ORD ID	ord-c3caa28f1c3a4b93a75f9ba6fdb9196d
出典メモ	uspto-grants-2015_07