Water → [(R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-amine

https://huagongshe.com/de/reaction/70107

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Water	HCID 962	—
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	4-Chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide	HCID 59475895	—
Edukt	(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxyethylamine	HCID 59708426	—
Lösungsmittel	Dichloromethane	HCID 6344	—
Lösungsmittel	1,4-Dioxane	HCID 31275	—
Produkt	[(R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-amine	HCID 59708429	37,8%

Reaktionsbedingungen

Temperatur	120 °C

Reaktionsschritte

200 mg 4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide (cf Example 124), 235 mg (R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamine and 179.62 μl diisopropylethylamine are placed in 4 ml dioxane, and the mixture is heated to 120° C. in the microwave for 0.3 hours. Then the reaction mixture is combined with water and dichloromethane and extracted. The product is purified by semipreparative HPLC (method A). 113 mg of the product are obtained as a powder. Analytical HPLC-MS, (method B): RT=1.88 min.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08822474B2
Quelldatensatz	uspto-grants-2014_09
ORD ID	ord-d01a71046514423f8d801eb4965992b8
Quellennotiz	uspto-grants-2014_09