HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926764Generated: October 26, 2026
Potassium Carbonate → 2-(3-(Trifluoromethyl)phenyl)pyrimidin-5-amine
https://huagongshe.com/reaction/926764
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Reactant | 2-Chloropyrimidin-5-amine | HCID 12215993 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-(Trifluoromethyl)phenyl)pyrimidin-5-amine | HCID 43142228 | 38.1% |
Reaction Steps
To 2-chloropyrimidin-5-amine (1.7 g, 13.18 mmol, 1.00 equiv) was added 3-(trifluoromethyl)phenylboronic acid (3.8 g, 20.00 mmol, 1.50 equiv), Pd(OAc)2 (0.15 g, 0.05 equiv), dppf (0.37 g, 0.05 equiv) and potassium carbonate (3.6 g, 26.09 mmol, 2.00 equiv) and the mixture was stirred overnight at 100° C. in an oil bath. The reaction was diluted with 300 mL of ethyl acetate and the solids were filtered out. The filtrate was washed with water and the organic layer dried over anhydrous sodium sulfate and then concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:15) to afford 1.2 g (38%) of 2-(3-(trifluoromethyl)phenyl)pyrimidin-5-amine as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09289429B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-70736024776e48fb952e198898c91ffd |
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| Source note | uspto-grants-2016_03 |
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