HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871387Generated: October 30, 2026
Cesium carbonate → HCID 66876492, compound
https://huagongshe.com/reaction/871387
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-6-iodoquinazoline | HCID 11173809 | — |
| Reactant | 1-(5-Tert-butylisoxazol-3-yl)-3-(3-hydroxyphenyl)urea | HCID 66876595 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 66876492 | HCID 66876492 | 69.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969587B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-3d0f3dfd2a5845bbb9af394089364f2e |
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| Source note | uspto-grants-2015_03 |
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