反应详情

To a DMF (0.1 M) solution of 3-{[2-(methyloxy)ethyl]amino}-1-naphthalenecarboxylic acid (1 eq.) from the previous step, Hunig's base (3 eq.) and cyclopropylamine (1.5 eq.) was added portionwise O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (1.2 eq.). The resulting reaction solution was stirred at RT for 48 h. The now reddish solution was diluted with EtOAc and washed sequentially with 1 N aq. NaOH, water and brine. The organic extract was then dried over Na2SO4, filtered and the filtrate concentrated in vacuo to afford a brown oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 4:1 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a white solid.

1. customThe resulting reaction solution
2. washwashed sequentially with 1 N aq. NaOH, water and brine
3. extractionThe organic extract
4. dry with materialwas then dried over Na2SO4
5. filtrationfiltered
6. concentrationthe filtrate concentrated in vacuo
7. customto afford a brown oil
8. customPurification of the crude product
9. customthus obtained by way of flash chromatography (SiO2, 4:1 (v/v) Hex:EtOAc→EtOAc)