HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 4-(4-{(E)-3-[6-((E)-2-carboxy-vinyl)-pyridin-3-yl]-acryloyl}-benzyl)-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-(4-Acetyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 58208384 | — |
| Reactant | (E)-3-(5-formyl-pyridin-2-yl)-acrylic acid trifluoroacetate | HCID 86641372 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(4-{(E)-3-[6-((E)-2-carboxy-vinyl)-pyridin-3-yl]-acryloyl}-benzyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 67049463 | 73.7% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
A mixture of (E)-3-(5-formyl-pyridin-2-yl)-acrylic acid trifluoroacetate (described in Example 45 STEP A, 206 mg, 0.71 mmol), 4-(4-acetyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (described in Preparation 12, 368 mg, 1.16 mmol) and 1.7 M KOH (2 ml) in EtOH (12 ml) was stirred at 4° C. overnight. The resulting precipitate was filtered and washed with AcOEt to give 250 mg of 4-(4-{(E)-3-[6-((E)-2-carboxy-vinyl)-pyridin-3-yl]-acryloyl}-benzyl)-piperazine-1-carboxylic acid tert-butyl ester as its potassium salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242175B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-6087a466f94d4413acf97c6b740d6f7c |
| Source note | uspto-grants-2012_08 |