Reaction #1056995

Reaction equation

3-amino-8-methyl-8-azabicyclo[3.2.1]octane

2-phenylbenzoxazole-4-carboxylic acid

→

N-(8-Methyl-8-azabicyclo[3.2.1]oct-3-yl)-2-phenylbenzoxazole-4-carboxamide

Yield 25.0%

Conditions

Workup

1. 1
   OtherThis compound was obtained in 25% yield as a white solid

Procedure

N-(8-Methyl-8-azabicyclo[3.2.1]oct-3-yl)-2-phenylbenzoxazole-4-carboxamide was prepared from 3-amino-8-methyl-8-azabicyclo[3.2.1]octane and 2-phenylbenzoxazole-4-carboxylic acid using conditions similar to those described for Step C in Example 1. This compound was obtained in 25% yield as a white solid; mp 149-151° C.; 1H NMR (300 MHz, CDCl3) δ 9.55 (d, J=7.6 Hz, 1H), 8.29 (m, 2H), 8.22 (dd, 1H, J=7.8, 1.0 Hz, 1H), 7.72 (dd, J=8.1, 1.0 Hz, 1H), 7.65-7.55 (m, 3H), 7.47 (t, J=8.0 Hz, 1H), 4.48 (q, 1H, J=7.2 Hz), 3.25 (br s, 2H), 2.43-2.24 (m, 9H), 1.87 (d, J=14.2 Hz, 2H); MS (APCI) m/z 362 [M+H]+.

Source