Sodium Carbonate → N-Cyclopropyl-6-methyl-4'-[5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazol-2-yl]-1,1'-biphenyl-3-carboxamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Sodium Carbonate	HCID 10340	—
Edukt	N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide	HCID 21914577	—
Edukt	2-(4-Iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazole	HCID 69315943	—
Katalysator	HCID 178418397	HCID 178418397	—
Lösungsmittel	1,2-Dimethoxyethane	HCID 8071	—
Produkt	N-Cyclopropyl-6-methyl-4'-[5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazol-2-yl]-1,1'-biphenyl-3-carboxamide	HCID 10363489	—

Reaktionsbedingungen

Temperatur	80 °C

Reaktionsschritte

2-(4-Iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazole (intermediate 38) (35 mg), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (33 mg), tetrakis(triphenylphosphine)palladium (13 mg) and aqueous sodium carbonate (1M, 0.11 ml) in DME (3 ml) were mixed and heated at 80° C. for 18 hours. The reaction was purified by bond-elut (silica), eluting with an ethyl acetate/cyclohexane gradient to give, after evaporation of the solvent, N-cyclopropyl-6-methyl-4′-[5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazol-2-yl]-1,1′-biphenyl-3-carboxamide.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07425555B2
Quelldatensatz	uspto-grants-2008_09
ORD ID	ord-bd954781e6ea4c05b85d3d04e01b2b0c
Quellennotiz	uspto-grants-2008_09