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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563968Generated: October 31, 2026

Water → HCID 57566546, compound

https://huagongshe.com/reaction/563968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTert-ButylamineHCID 6385—
ReactantHCID 57566537HCID 57566537—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57566546HCID 5756654690%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-(3,5-difluoro-2-nitro-phenyl)-pyrimidine (1.5 g, 6.32 mmoles) in dioxane (10 mL) was added tBuNH2 (6.6 mL, 63.24 mmoles) at room temperature. The mixture was heated to 100° C. in a sealed tube for 10 hours. The mixture was then cooled to room temperature, poured into water, and the solids stirred for 1 hour. The mixture was filtered, solids washed with water until filtrate was clear. The crude product was then diluted in MeOH, 6N HCl added, and the resulting mixture heated at reflux for 3 hours. The reaction was cooled to room temperature and poured into ice. The resulting heterogeneous mixture was warmed to room temperature, filtered, solids washed with water until filtrate ran clear, and dried in vacuo to afford the title compound (1.33 g, 90%) as an orange powder. 1H NMR (dmso-d6, 500 MHz): 8.87 (d, 2H); 7.52 (dd, 1H); 7.08 (dd, 1H); 6.86 (dd, 1H); 6.60 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067606B2
Source datasetuspto-grants-2011_11
ORD IDord-034d80dc759448aca9c28ffb1ca318fe
Source noteuspto-grants-2011_11