HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258674Generated: November 2, 2026
Tris(1,1-dimethylethyl)phosphine → N-methyl-2-nitro-4-(4-trifluoromethyl-piperidin-1-yl)-aniline
https://huagongshe.com/reaction/1258674
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | 4-(Trifluoromethyl)piperidine | HCID 136469 | — |
| Reactant | 4-Bromo-N-methyl-2-nitroaniline | HCID 258042 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-methyl-2-nitro-4-(4-trifluoromethyl-piperidin-1-yl)-aniline | HCID 67958090 | — |
Reaction Steps
Under argon sodium tert-butoxide (366 mg, 3.8 mmol) followed by palladium(II) acetate (22 mg, 0.1 mmol) and tri-tert-butylphosphine 10% in toluene (450 μL, 0.2 mmol) were added to a mixture of 4-bromo-2-nitro-N-methyl-aniline (440 mg, 1.9 mmol) and 4-(trifluoromethyl)piperidine (660 mg, 2.9 mmol) in toluene (7 mL). The reaction mixture was stirred at 100° C. overnight then allowed to cool and was concentrated. The crude was purified by chromatography to give the sub-title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08466186B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-c5577096a9b1464f8cc674db26297e53 |
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| Source note | uspto-grants-2013_06 |
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