4-Fluoroaniline → HCID 67140915, compound

HRID 1932286Notes

Reaction equation

HRID 1932286 reaction equation
Br[CH2:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[CH:7][CH:6]=[CH:5][N:4]=1.[F:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1>C(O)C>[F:12][C:13]1[CH:19]=[CH:18][C:16]([NH:17][CH2:2][C:3]2[C:8]([N+:9]([O-:11])=[O:10])=[CH:7][CH:6]=[CH:5][N:4]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 97314-FluoroanilineHCID 218311782-(Bromomethyl)-3-nitropyridine

Product 1

HCID 67140915HCID 67140915, compoundYield 115.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

A solution of 2-bromomethyl-3-nitropyridine (2 g, 9.13 mmol) prepared in Step 2 of Preparation 1 and 4-fluoroaniline (0.87 ml, 9.13 mmol) in ethanol (15 ml) was stirred for 2 hours at 40° C. The reaction mixture was concentrated under reduced pressure to give 2.6 g of the titled compound as a brown solid. The product was used in the subsequent step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-80479b49b1234304b9693499d283106f
Source dataset
uspto-grants-2012_05
Patent number
US08188114B2

Reaction notes

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