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CAS No. : | 136992-95-5 | MDL No. : | MFCD16300732 |
Formula : | C7H6N2O | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | RYXAABPGJZPRIP-UHFFFAOYSA-N |
M.W : | 134.14 | Pubchem ID : | 66931336 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P280 | UN#: | |
Hazard Statements: | H302-H312-H332 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35% | With 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene;tris-(dibenzylideneacetone)dipalladium(0); In 1,4-dioxane; at 110.0℃; for 0.166667h;Inert atmosphere; Microwave irradiation; | A mixture of <strong>[136992-95-5]benzooxazol-7-amine</strong> (135 mg, 1.01 mmol, Astrazeneca, PCT Appl. WO2003053960), 2.4-dichloropyrimidine (150 mg, 1.01 mmol), DBU (0.197 ml, 1.32 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (58 mg, 0.1 mmol, also named xantphos) and tris(dibenzylideneacetone)dipalladium(0) (58 mg, 0.1 mmol, also named Pd2dba3) in dioxane (3 ml) under argon was irradiated in a Personal Chemistry EMRYS Optimizer EXP microwave synthesisor at 110 C. for 10 minutes. After cooling and evaporation of the solvents, the residue was dissolved in DCM and purified by chromatography on silica gel (eluant: 30% to 60% EtOAc in petroleum ether) to give N-(2-chloropyrimidin-4-yl)<strong>[136992-95-5]benzooxazol-7-amine</strong> (88 mg, 35%) as a beige solid. Mass spectrum: MH+ 247 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31% | In ethanol; for 18.0h;Reflux; Inert atmosphere; | General procedure: 6-Bromo-4-chloroquinoline (1.0 equiv.) and 3,4,5-trimethoxyaniline (1.1 equiv.) were suspended in ethanol (10 mL) and refluxed for 18 h. The crude mixture was purified by flash chromatography using EtOAc:hexane followed by 1-5% methanol in EtOAc, solvent was removed under reduced pressure to afford the desired product (1, 8-11, 13-31, and 33-43). |
[ 5676-60-8 ]
2-Methylbenzo[d]oxazol-6-amine
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