HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092287Generated: October 30, 2026
Benzene, 1-bromo-3-(trifluoromethyl)- → 6-(1,6-dimethyl-3-(3-(trifluoromethyl)phenylamino)-1H-indazol-7-yl)-N-methylquinazolin-2-amine
https://huagongshe.com/reaction/2092287
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzene, 1-bromo-3-(trifluoromethyl)- | HCID 9817 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 58942262 | HCID 58942262 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-(1,6-dimethyl-3-(3-(trifluoromethyl)phenylamino)-1H-indazol-7-yl)-N-methylquinazolin-2-amine | HCID 24863410 | — |
Reaction Steps
A mixture of 1-bromo-3-(trifluoromethyl)benzene (19 μL, 138 μmol), tris(dibenzylideneacetone)dipalladium (0) (3.5 mg, 3.8 μmol), sodium t-butoxide (17 mg, 176 μmol), 6-(3-amino-1,6-dimethyl-1H-indazol-7-yl)-N-methylquinazolin-2-amine (40 mg, 126 μmol) and X-Phos (6.7 mg, 14 μmol) in toluene (3 mL) was purged with nitrogen and heated in a microwave reactor at 130° C. for 33 min. Solvent was removed in vacuo and the residue was purified by flash chromatography (25-50% EtOAc hexane) to give the title compound. MS (M+H)+ 463.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440674B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-33607312e7f84f1099fff2d68597b35f |
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| Source note | uspto-grants-2013_05 |
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