HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenecarboximidamide, 4-hydroxy-, hydrochloride (1:1) → 3-[5-(4-Amidinophenoxycarbonyl)thiophen-2-yl]-2-methylpropenoic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenecarboximidamide, 4-hydroxy-, hydrochloride (1:1) | HCID 217124 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 5-(2-(tert-Butoxycarbonyl)-1-propenyl)-2-thiophenecarboxylic acid | HCID 77478494 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3-[5-(4-Amidinophenoxycarbonyl)thiophen-2-yl]-2-methylpropenoic acid tert-butyl ester | HCID 86673317 | 86.3% |
Reaction Steps
5-(2-(tert-Butoxycarbonyl)-1-propenyl)-2-thiophenecarboxylic acid (0.51 g, 1.89 mmol) and 4-hydroxybenzamidine hydrochloride (0.33 g, 1.89 mmol) were dissolved in pyridine (10 mL), WSC hydrochloride (0.54 g, 2.8 mmol) was added, and the mixture was stirred overnight. The mixture was purified by high performance liquid chromatography and freeze-dried to give the title compound (0.63 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115107B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-cc29a6b81db1469dabc7c771c1072f24 |
| Source note | uspto-grants-2015_08 |