HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520271Generated: November 2, 2026
1,2-Dimethoxyethane → Methyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate
https://huagongshe.com/reaction/1520271
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-5-ethylpyrimidine | HCID 3572763 | — |
| Reactant | Methyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoate | HCID 131733097 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate | HCID 117840188 | 88.2% |
Reaction Steps
A reaction mixture of methyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoate (0.600 g) obtained in Example 10, step A, 2-chloro-5-ethylpyrimidine (0.215 g), tetrakistriphenylphosphinepalladium (0.145 g), sodium carbonate (0.400 g), DME (3 mL) and water (1 ml) was stirred at 130° C. for 1 hr under microwave irradiation under a nitrogen atmosphere. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.507 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073864B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-5184b64a85bb4375ac9caf6d1c9a3070 |
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| Source note | uspto-grants-2015_07 |
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