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

https://huagongshe.com/reaction/1519670

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Edukt	4'-(Methoxymethyl)biphenyl-4-carboxylic acid	HCID 71268209	—
Edukt	N,N2,O-trimethyl-3-oxoserinamide hydrochloride	HCID 86679246	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Lösungsmittel	Sodium chloride; water	HCID 57417360	—
Produkt	4-(Methoxymethyl)-4'-{[1-methoxy-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl	HCID 71268148	70%

Reaktionsbedingungen

Temperatur	80 °C

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US09073821B2
Quelldatensatz	uspto-grants-2015_07
ORD ID	ord-c3caa28f1c3a4b93a75f9ba6fdb9196d
Quellennotiz	uspto-grants-2015_07