Back
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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantCarbonic acid-guanidine (1:1)HCID 286947—
Reactant5-[2-((E)-3-Dimethylaminoallanoyl)furan-3-yl]indan-1-one O-methyloximeHCID 86595420—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product5-[2-(2-Aminopyrimidin-4-yl)furan-3-yl]indan-1-one O-methyloximeHCID 8659542167.1%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297694B2
Source datasetuspto-grants-2007_11
ORD IDord-afed46a8a9b44052bcf45ff4a2742ff3
Source noteuspto-grants-2007_11