HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(1-Methyl-1-phenyl-ethylcarbamoyl)-3-(2-nitro-benzoylamino)-thieno[2,3-c]pyrazole-1-carboxylic Acid ethyl Ester → 3-(2-Amino-benzoylamino)-5-(1-methyl-1-phenyl-ethylcarbamoyl)-thieno[2,3-c]pyrazole-1-carboxylic Acid ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(1-Methyl-1-phenyl-ethylcarbamoyl)-3-(2-nitro-benzoylamino)-thieno[2,3-c]pyrazole-1-carboxylic Acid ethyl Ester | HCID 57737260 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(2-Amino-benzoylamino)-5-(1-methyl-1-phenyl-ethylcarbamoyl)-thieno[2,3-c]pyrazole-1-carboxylic Acid ethyl Ester | HCID 57737269 | 85% |
Reaction Steps
The suspension of 1.8 g (3.451 mmol) of 5-(1-Methyl-1-phenyl-ethylcarbamoyl)-3-(2-nitro-benzoylamino)-thieno[2,3-c]pyrazole-1-carboxylic acid ethyl ester and 500 mg of Pd/C (10%) in 45 mL of ethylacetate was shaken under hydrogen pressure (40 psi). The catalyst was renewed (500 mg) after 8 hours and the mixture treated for further 8 hours. The catalyst was then filtered over a celite pad and the solvent removed under vacuum. The crude was purified on silica gel (eluant dichloromethane-methanol 98:2) yielding 1.44 g (85%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943654B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-627428405107429baaf85ccb381a9425 |
| Source note | uspto-grants-2011_05 |