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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-2-fluoro-1-nitrobenzeneHCID 2783362—
Reactant1-(Tetrahydro-2H-pyran-4-yl)piperidin-4-amineHCID 22562145—
SolventWaterHCID 962—
ProductN-(5-bromo-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamineHCID 59863010—

Reaction Conditions

Temperature200 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288413B2
Source datasetuspto-grants-2012_10
ORD IDord-bd917dc650ec40149d8330ea22309810
Source noteuspto-grants-2012_10