Methanol → 5-(but-3-en-1-ynyl)-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-2-amine

https://huagongshe.com/de/reaction/417883

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Methanol	HCID 887	—
Edukt	Cesium fluoride	HCID 25953	—
Edukt	4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-5-yl)but-3-ynyl 4-methylbenzenesulfonate	HCID 86608232	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Lösungsmittel	Dichloromethane	HCID 6344	—
Produkt	5-(but-3-en-1-ynyl)-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-2-amine	HCID 57713813	79,7%

Reaktionsbedingungen

Temperatur	70 °C

Reaktionsschritte

A mixture of 4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-5-yl)but-3-ynyl 4-methylbenzenesulfonate (516 mg) and CsF (2.0 g) in DMF (7.0 mL) was heated to 70° C. for 1 h. Work-up and flash chromatography (1→3% MeOH in DCM) gave the title compound (280 mg), as a pale yellow oil. HPLC Rt=5.90 min.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08093229B2
Quelldatensatz	uspto-grants-2012_01
ORD ID	ord-cb43ebc047014c71ba633469e0cfbeb8
Quellennotiz	uspto-grants-2012_01