HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67068467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl 3-amino-1H-pyrrole-2-carboxylate | HCID 2773439 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 6-Ethoxypyridine-2-carbaldehyde | HCID 45083730 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67068467 | HCID 67068467 | 45.5% |
Reaction Steps
Acetic acid (0.3 mL) was added to 6-ethoxy-pyridine-2-carbaldehyde (0.59 g, 3.9 mmol) and 3-amino-1H-pyrrole-2-carboxylic acid ethyl ester (0.30 g, 1.9 mmol) in ethanol (10 mL). After 1.5 h, NaCNBH3 (0.24 g, 3.9 mmol) was added, and the resulting mixture was stirred at ambient temperature for 19 h. The solvent was removed in vacuo, ethyl acetate was added to the residue, and insoluble material was removed by filtration. The filtrate was concentrated and the crude product was purified by flash column chromatography (heptane/ethyl acetate gradient; 0 to 35% ethyl acetate), obtaining 0.25 g (45%) of the title product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829707B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-c7e8d28c1fa545e5895c9b9bb003f50e |
| Source note | uspto-grants-2010_11 |