反应详情

A solution of 1-(2-bromobenzo[d]thiazol-6-yl)-1-(1H-imidazol-1-yl)-N,N-dimethyl-butan-2-amine (30 mg, 0.079 mmol), methyl-4-aminobenzoate (24 mg, 0.16 mmol) in 300 μL DCE and 300 μL n-BuOH was treated with 4N HCl (40 μL, 0.16 mmol) and refluxed overnight. The mixture was then partitioned between DCM and saturated NaHCO3 and the aqueous phase was extracted with DCM. The combined organic extracts were dried over Na2SO4, decanted and concentrated in vacuo. The residue was purified by PTLC using two 1 mm silica plates eluting with 5% MeOH (2N NH3)/DCM to provide methyl-4-((6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)amino)benzoate. MS (ESI+) nil 450.19 [M+H]+.

1. temperaturerefluxed overnight
2. customThe mixture was then partitioned between DCM and saturated NaHCO3
3. extractionthe aqueous phase was extracted with DCM
4. dry with materialThe combined organic extracts were dried over Na2SO4
5. customdecanted
6. concentrationconcentrated in vacuo
7. customThe residue was purified by PTLC
8. washeluting with 5% MeOH (2N NH3)/DCM