1-(Bromomethyl)-3-chlorobenzene → HCID 68661987, compound

HRID 1260851Notes

Reaction equation

HRID 1260851 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]Br>CN(C)C=O.C(OCC)(=O)C>[BrH:11].[Br:11][C:8]1[CH:7]=[C:3]([C:4]([NH2:6])=[O:5])[C:2](=[NH:1])[N:10]([CH2:16][C:15]2[CH:18]=[CH:19][CH:20]=[C:13]([Cl:12])[CH:14]=2)[CH:9]=1

Participants

5

Reactant 2

HCID 698381-(Bromomethyl)-3-chlorobenzeneHCID 529879382-Amino-5-bromopyridine-3-carboxamide

Product 1

HCID 68661987HCID 68661987, compoundYield 34.2%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-amino-5-bromonicotinamide (0.15 g) in N,N-dimethylformamide (3 ml) was added 3-chlorobenzylbromide (0.17 g), and the mixture was stirred at 80° C. for 4 hr. The reaction mixture was diluted with ethyl acetate. The precipitate was collected by filtration and washed with ethyl acetate. The obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (0.05 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with ethyl acetate
  3. customThe obtained precipitate was recrystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-296dcbbc81474089b26b07671e9a3e7a
Source dataset
uspto-grants-2013_06
Patent number
US08470859B2

Reaction notes

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