3-Bromoindole-5-carboxylic Acid synthesis

Yield:916179-87-8 98%

Reaction Conditions:

with bromine in N,N-dimethyl-formamide at 20; for 0.0833333 h;

Steps:

6.i

To a solution of commercially available indole-5-carboxylic acid (1.0 g, 6.2 mmol) in DMF (10 mL) was added Br_∑ (334 μL, 1.05 eq.) at room temperature EPO (Scheme 9). Upon completion (~5 min), the reaction mixture was poured to an ice- cold solution OfNa₂SO₃ (1% in H₂0, 100 mL), resulting to the precipitation of the product, which was filtered and dried under high vacuum pressure. The isolated product was used without further purification. Light beige solid (1.46 g, 98%). ¹H NMR (DMSO): 7.47 (d, IH, J=8.6), 7.65 (d, IH, J=2.5), 7.76 (d, IH, J=7.3, 1.3), 8.04 (s, IH), 11.77 (s, IH), 12.57 (s, IH).

References:

WO2006/125324,2006,A1 Location in patent:Page/Page column 94-95