Dimethyl Sulfoxide → (2S,3S,4R,5R)-2-(3-Ethyl-[1,2,4]oxadiazol-5-yl)-5-(6-(1-ethyl-propylamino)-2-[2-(1-methyl-1H-imidazol-4-yl)-ethylamino]-purin-9-yl}tetrahydro-furan-3,4-diol formate

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Dimethyl Sulfoxide	HCID 679	—
Edukt	1-Methylhistamine	HCID 3614	—
Edukt	(2r,3r,4s,5s)-2-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-5-(3-ethyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diol	HCID 56625647	—
Produkt	(2S,3S,4R,5R)-2-(3-Ethyl-[1,2,4]oxadiazol-5-yl)-5-(6-(1-ethyl-propylamino)-2-[2-(1-methyl-1H-imidazol-4-yl)-ethylamino]-purin-9-yl}tetrahydro-furan-3,4-diol formate	HCID 70020463	—

Reaktionsbedingungen

Temperatur	92.5 °C

Reaktionsschritte

Intermediate 9 (0.070 g, 0.161 mmol) and 2-(1-methyl-1H-imidazol-4-yl)ethylamine (0.101 g, 0.807 mmol) were dissolved in DMSO (0.03 ml) and heated at 85-100° C. under nitrogen for 8 days, a further portion of 2-(1-methyl-1H-imidazol-4-yl)ethylamine (0.101 g, 0.807 mmol) was added after the first 5 days. The product was purified by Autoprep. HPLC to give the title compound after freeze drying as a cream solid (0.010 g). LC/MS system A Rt=3.36 min, m/z=526 MH+.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US06610665B1
Quelldatensatz	uspto-grants-2003_08
ORD ID	ord-34d6f7ebeb87493e9b38bbb5999c2276
Quellennotiz	uspto-grants-2003_08