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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631342Generated: October 30, 2026

Cesium carbonate → HCID 66876492, compound

https://huagongshe.com/reaction/631342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-6-iodoquinazolineHCID 11173809—
Reactant1-(5-Tert-butylisoxazol-3-yl)-3-(3-hydroxyphenyl)ureaHCID 66876595—
SolventIsopropanolHCID 3776—
ProductHCID 66876492HCID 6687649269.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 1-(5-tert-butylisoxazol-3-yl)-3-(3-hydroxyphenyl)urea (0.413 g, 1.5 mmol) from Example 1A, 4-chloro-6-iodoquinazoline (0.436 g, 1.5 mmol), and Cs2CO3 (0.489 g, 1.5 mmol) in isopropanol (10 mL) was heated at 50° C. for 2 hours. It was quenched with water and extracted with CH2Cl2. Extracts were dried over MgSO4 and concentrated under reduced pressure. It was purified by silica gel chromatography with EtOAc/hexane as eluant to afford 1-(5-tert-butylisoxazol-3-yl)-3-[3-(6-iodoquinazolin-4-yloxy)phenyl]urea as solid (0.551 g, 69%). 1H NMR (300 MHz, DMSO-d6) δ 9.66 (s, 1H), 9.08 (s, 1H), 8.84 (s, 1H), 8.78 (m, 1H), 8.40 (dd, 1H), 7.87 (d, 1H), 7.67 (d, 1H), 7.49 (t, 1H), 7.38 (d, 1H), 7.09 (d, 1H), 6.55 (s, 1H), 1.35 (s, 9H); LC-MS (ESI) m/z 530 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09320739B2
Source datasetuspto-grants-2016_04
ORD IDord-40fdbac99f5949e59dd95c53a0ea829c
Source noteuspto-grants-2016_04