Reaction #1576227

Reaction equation

1-hydroxybenzotriazole

(S)-4-amino-5-chloro-2-[(1-methyl-2-butynyl)oxy]benzoic acid

8-amino-3-benzylazabicyclo[3.2.1]octane

WSC.HCl

→

title compound

(S)-N-(3-Benzyl-3-azabicyclo[3.2.1]oct-8-yl)-4-amino-5-chloro-2-(1-methyl-2-butynyl)oxybenzamide

Conditions

Workup

1. 1
   OtherThe product was purified by silica gel column chromatography (5% methanol/chloroform)

Procedure

The condensation of 530 mg of (S)-4-amino-5-chloro-2-[(1-methyl-2-butynyl)oxy]benzoic acid with 850 mg of 8-amino-3-benzylazabicyclo[3.2.1]octane was conducted in a similar manner to that of the Example 34 by the use of WSC.HCl and 1-hydroxybenzotriazole (HOBT). The product was purified by silica gel column chromatography (5% methanol/chloroform) to give 220 mg of the title compound.

Source