1-(Bromomethyl)-3-chlorobenzene → 1-(3-Chlorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrobromide

HRID 1260848Notes

Reaction equation

[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Br:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=1>CN(C)C=O>[BrH:11].[Cl:19][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[CH2:12][N:10]1[CH:9]=[CH:8][CH:7]=[C:3]([C:4]([NH2:6])=[O:5])[C:2]1=[NH:1]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 2-aminonicotinamide (0.1 g) in N,N-dimethylformamide (3 ml) was added 1-(bromomethyl)-3-chlorobenzene (0.3 g), and the mixture was stirred at 80° C. for 15 hr. The precipitated crystals were collected by filtration and washed with ethyl acetate to give the title compound (90 mg).

Workup

filtrationThe precipitated crystals were collected by filtration
washwashed with ethyl acetate

Sources & evidence

ORD record: ord-3f284f2d52a6409190995c17568b0513
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470859B2

Reaction notes

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