1,3-Dichloro-5-nitro-isoquinoline synthesis

Yield:18203-64-0 91%

Reaction Conditions:

with sulfuric acid;nitric acid at 0 - 25;

Steps:

144.a

1, 3-Dichloroisoquinoline (2.75 g, 13.89 mmol) was added in small portions to a cold (0 ⁰C) solution of fuming nitric acid (10 mL) and concentrated sulfuric acid(10 mL) . The mixture was allowed to stir at 0 °C for 0.5h before it was gradually warmed to 25 ⁰C where it stirred for 16 h. The mixture was then poured into a beaker containing chopped ice and water and the resulting suspension was stirred for Ih at 0 ⁰C before it was filtered to afford Cap-144, step a (2.73 g, 81%) as a yellow solid which was used as is. R_t = 2.01 min.(Cond.-Dl) ; 95% homogenity index; LCMS: Anal. CaIc. for[M+H] ⁺ C₉H₅Cl₂N₂O₂ : 242 . 97 ; found : 242 . 92 .

References:

WO2010/120621,2010,A1 Location in patent:Page/Page column 177