2-Chloro-6-(1H-pyrrol-1-yl)benzonitrile → [2-chloro-6-(1H-pyrrol-1-yl)phenyl]methanamine

A solution of 1-(3′chloro-2′-cyanophenyl)pyrrole (10 g) in diethyl ether solution was added dropwise to a solution of 1M lithium aluminium hydride in ether solution (100 ml) under nitrogen gas. After addition was complete, the reaction mixture was refluxed for 2 h. and then allowed to stir at room temperature overnight (18 h). The mixture was subsequently quenched with water (4 ml), 2N NaOH (8 ml) and water (16 ml). Stirring was continued for a further 1 h after addition. The crystalline salts were filtered and the filtrate dried over anhydrous magnesium sulphate. After filtering, the ether fitrate was evaporated in vacuo to give the title compound (9.4 g) as a colourless oil.

1. additionAfter addition
2. temperaturethe reaction mixture was refluxed for 2 h.
3. customThe mixture was subsequently quenched with water (4 ml), 2N NaOH (8 ml) and water (16 ml)
4. stirringStirring
5. waitwas continued for a further 1 h
6. additionafter addition
7. filtrationThe crystalline salts were filtered
8. dry with materialthe filtrate dried over anhydrous magnesium sulphate
9. filtrationAfter filtering
10. customthe ether fitrate was evaporated in vacuo

ORD-Eintrag

ord-cf3bedd6c9aa403d895fbe6a069b7e09

Quelldatensatz

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07202240B2