HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039895Generated: October 31, 2026
Methanesulfonic Acid → N-[3-bromo-5-(methoxymethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine
https://huagongshe.com/reaction/1039895
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)pyrimidine | HCID 2773912 | — |
| Reactant | 3-Bromo-5-(methoxymethyl)aniline | HCID 67248941 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-[3-bromo-5-(methoxymethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine | HCID 67429779 | 72.6% |
Reaction Steps
To a solution of the product of Step 2 (258 mg, 1.194 mmol) in dioxane (3.8 mL) were added 2-chloro-4-(trifluoromethyl)pyrimidine (251 mg, 1.373 mmol) and methanesulfonic acid (0.07 mL, 1.015 mmol). The reaction was then stirred overnight at 100° C. The reaction was then cooled, diluted with ethyl acetate and then washed with brine solution. The organic layer was collected, dried over magnesium sulfate and then filtered. Ethyl acetate was then removed in vacuo. Flash chromatography (hexane/ethyl acetate: 70/30) was used for purification to afford N-[3-bromo-5-(methoxymethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine as an off-white solid (314 mg, 0.867 mmol, 72.6% yield). MS ESI: [M+H]+ m/z=362.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08551984B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-367a37f8663a4074ad58a8dbd10fd62f |
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| Source note | uspto-grants-2013_10 |
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