HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86631139, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 5-Aminoimidazole-4-carboxamide | HCID 9679 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86631138 | HCID 86631138 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 86631139 | HCID 86631139 | 92.2% |
Reaction Steps
The title compound was prepared in accordance with the general method described in Example 17(e) using 4-butoxypyridine-2-carbaldehyde (0.67 g, 5.0 mmol, obtained from Example 18(d)), 5-aminoimidazole-4-carboxamide (0.81 g, 4.5 mmol), acetic acid (0.58 mL, 9.0 mmol) and sodium cyanoborohydride (0.57 g, 9.0 mmol) with the exception for the following change in work-up. The crude product was dissolved in ethyl acetate/water (1:1, 60 mL). The pH was adjusted to 8. The aqueous layer was separated and extracted with ethyl acetate (2×20 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound (1.20 g, 90% yield). MS (ESI) m/z 290 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026244B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-260eee7520f6453badcf73011a63112e |
| Source note | uspto-grants-2011_09 |