Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chloro-4H-thieno[3,2-b]pyrrole-5-carboxylic acid | HCID 22556514 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 69019592 | HCID 69019592 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946445B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-75fd9bba75d8430bb93a2003523397df |
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| Source note | uspto-grants-2015_02 |
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