Hydrochloric Acid → HCID 69019592, compound

Temperature

160 °C

A solution of 2-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylic acid (4 g, prepared by following the procedure described in WO2002/20530), and 0.7 g of Cu powder in 45 mL of quinoline was vented once with nitrogen, and then heated at 160° C. under nitrogen atmosphere for 2 h. The reaction mixture was cooled to r.t. and treated with 150 mL of 3N HCl and diluted with 100 mL of 1:1 EtOAc/hexane. The reaction mixture was then filtered through a pad of silica gel and the filter cake was washed with 200 mL of 1:1 EtOAc/hexanes. The organic phase was separated and washed with 200 mL of brine and dried over Na2SO4. After filtration and concentration, 3.5 g of the crude title compound was obtained as brown oil which was used for the next step without further purification.

1. temperatureThe reaction mixture was cooled to r.t.
2. filtrationThe reaction mixture was then filtered through a pad of silica gel
3. washthe filter cake was washed with 200 mL of 1:1 EtOAc/hexanes
4. customThe organic phase was separated
5. washwashed with 200 mL of brine
6. dry with materialdried over Na2SO4
7. filtrationAfter filtration and concentration

ORD record

ord-75fd9bba75d8430bb93a2003523397df

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946445B2