Hydrochloric Acid → N-(6-Chloro-9H-beta-carbolin-8-yl)-3,4-difluoro-benzamide

To a cold (3° C.–5° C.) solution of 9-amino-7-chloro-β-carboline (2.50 g, 11.5 mmol, as prepared in example 60 above) in pyridine (130 ml) was added 3,4-diflourobenzoyl chloride (1.67 ml, 13.25 mmol). The reaction was allowed to warm to RT and stirred for 20 h before diluting the reaction with water (60 ml) and 1M NaOH (15 ml). After stirring for 3 h at RT, the pH of the mixture was adjusted to 8–9 with 1M HCl and then poured into water (250 ml). The mixture was allowed to stand for 30 min and the product was filtered to provide 3.95 g of the title compound after washing with water and drying under reduced pressure at 55° C.–60° C.

1. additionbefore diluting
2. stirringAfter stirring for 3 h at RT
3. waitto stand for 30 min
4. filtrationthe product was filtered

ORD record

ord-f5a51818adf047139f307870489f4aa7

Source dataset

uspto-grants-2006_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07026331B2