HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064056Generated: October 31, 2026
Dimethylformamide → N-(5-bromo-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine
https://huagongshe.com/reaction/2064056
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromo-2-fluoro-1-nitrobenzene | HCID 2783362 | — |
| Reactant | 1-(Tetrahydro-2H-pyran-4-yl)piperidin-4-amine | HCID 22562145 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(5-bromo-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine | HCID 59863010 | — |
Reaction Steps
400 mg (0.0018 mol, 1 eq) of 4-bromo-2-fluoro-1-nitro-benzene, 330 mg (0.0018 mol, 1 eq) of D9, 350 mg (0.0027 mol, 1.5 eq) of diisopropylethylamine, and 5 mL of dimethylformamide were combined, heated to 200° C. and held for 1 min in a microwave reactor. 80 mL of water was then added and the reaction extracted with 2×75 mL of dichloromethane. The dichloromethane layers were combined, dried with sodium sulfate, and evaporated to yield N-(5-bromo-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine which was used without further purification in the next step. MS (ESI): 385 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288413B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-bd917dc650ec40149d8330ea22309810 |
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| Source note | uspto-grants-2012_10 |
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