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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853304Generated: October 30, 2026

Dimethyl Sulfoxide → 1-Cyclopropyl-3-[4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenyl]urea

https://huagongshe.com/reaction/853304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPhenyl cyclopropylcarbamateHCID 13648483—
Reactant4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamineHCID 58931189—
SolventWaterHCID 962—
Product1-Cyclopropyl-3-[4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenyl]ureaHCID 5893146311.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

After adding 30 mg of phenyl cyclopropylcarbamate and 0.5 ml of dimethylsulfoxide to 40 mg of 4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamine, the mixture was stirred at 80° C. for 4 hours. The mixture was returned to room temperature, water was added, liquid separation and extraction were performed with ethyl acetate, and the solid obtained by concentration to dryness was washed with ether to obtain 6 mg of the title compound. p 1H-NMR Spectrum: (DMSO-d6) 0.30–0.40 (2H, m), 0.55–0.65 (2H, m), 2.43–2.57 (1H, m, coverd by DMSO peak), 6.20 (1H, brs), 6.60 (2H, d, J=8.90 Hz), 6.83 (1H, s), 6.87–6.91 (1H, m), 7.10–7.16 (1H, m), 7.30–7.50 (3H, m), 7.90 (2H, d, J=8.1 Hz), 8.26 (1H, d, J=0.4 Hz), 8.92 (1H, brs,), 12.60 (1H, brs)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-37a732f4108a4dc2be09906903ea879c
Source noteuspto-grants-2007_08