HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558581Generated: October 28, 2026
N-bromobutanimide → 5-Bromo-3-(trifluoromethyl)pyridin-2-amine
https://huagongshe.com/reaction/558581
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-3-(trifluoromethyl)pyridine | HCID 2760920 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Bromo-3-(trifluoromethyl)pyridin-2-amine | HCID 20525383 | 98.4% |
Reaction Steps
To a solution of 3-trifluoromethyl-pyridin-2-ylamine (16.21 g, 100 mmol) in acetonitrile (300 mL) at 5° C. was added NBS (17.8 g, 100 mmol) and the mixture was stirred at 23° C. for 1 h. Poured onto ice and sat. NaHCO3 soln., extracted with EtOAc, washed with brine, dried over Na2SO4. Removal of the solvent in vacuum left a yellow solid. Silica gel & cotton wool column filtration with DCM gave the product as a yellow solid (23.71 g, 98%). MS (ISP) 240.1 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063048B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-b56b5e2aaeb140e2a0de755bd0ffe61f |
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| Source note | uspto-grants-2011_11 |
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