HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593443Generated: November 3, 2026
Sodium Hydroxide → 5-[2-(2-Aminopyrimidin-4-yl)furan-3-yl]indan-1-one O-methyloxime
https://huagongshe.com/reaction/1593443
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Carbonic acid-guanidine (1:1) | HCID 286947 | — |
| Reactant | 5-[2-((E)-3-Dimethylaminoallanoyl)furan-3-yl]indan-1-one O-methyloxime | HCID 86595420 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-[2-(2-Aminopyrimidin-4-yl)furan-3-yl]indan-1-one O-methyloxime | HCID 86595421 | 67.1% |
Reaction Steps
A solution of the product of Step 2 (0.30 g, 0.93 mmol) in 1,4dioxane (6 ml) was treated with a solution of guanidine carbonate (0.33 g, 1.86 mmol) and sodium hydroxide (0.1 7 g, 4.1 mmol) in water (2 ml). The mixture was heated at 100° C. for 4 hours. After cooling to room temperature, water was added and the mixture extracted into ethyl acetate (2×). The organic layers were combined and washed with saturated brine, dried (MgSO4) and concentrated in vacuo. The residue was triturated with dichloromethane and the resulting solid filtered to afford the title compound (200 mg, 67%); MS(ES+) m/e 321 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07297694B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-afed46a8a9b44052bcf45ff4a2742ff3 |
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| Source note | uspto-grants-2007_11 |
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