7-(Bromomethyl)-2-naphthonitrile → 7-[[3-(3-cyanophenyl)methyl-2,3-dihydro-4,5-diphenyl-2-oxo-1H-imidazol-1-yl]methyl]naphthalene-2-carbonitrile

HRID 2701Notes

Reaction equation

HRID 2701 reaction equation
[C:1]1([C:7]2[NH:8][C:9](=[O:27])[N:10]([CH2:18][C:19]3[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=3)[C:22]#[N:23])[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:29][C:30]1[CH:39]=[C:38]2[C:33]([CH:34]=[CH:35][C:36]([C:40]#[N:41])=[CH:37]2)=[CH:32][CH:31]=1>>[C:22]([C:21]1[CH:20]=[C:19]([CH2:18][N:10]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]([CH2:29][C:30]3[CH:39]=[C:38]4[C:33]([CH:34]=[CH:35][C:36]([C:40]#[N:41])=[CH:37]4)=[CH:32][CH:31]=3)[C:9]2=[O:27])[CH:26]=[CH:25][CH:24]=1)#[N:23]

Participants

3

Reactant 2

HCID 98377487-(Bromomethyl)-2-naphthonitrileHCID 544501353-[(2,3-dihydro4,5-diphenyl-2-oxo-1H-imidazol-1-yl)methyl]benzonitrile

Product 1

HCID 153820007-[[3-(3-cyanophenyl)methyl-2,3-dihydro-4,5-diphenyl-2-oxo-1H-imidazol-1-yl]methyl]naphthalene-2-carbonitrile

Procedure

In a manner similar to Preparation 2 above, 3-[(2,3-dihydro-4,5-diphenyl-2-oxo-1H-imidazol-1-yl)methyl]benzonitrile was reacted with 7-(bromomethyl)-naphthalene-2-carbonitrile to give 7-[[3-(3-cyanophenyl)methyl-2,3-dihydro-4,5-diphenyl-2-oxo-1H-imidazol-1-yl]methyl]naphthalene-2-carbonitrile; NMR (CDCl3) 8.05 (s,1), 7.9 (d,1), 7.85 (d,1), 7.55 (m,3), 7.4 (m,2), 7.2 (m,9), 7.0 (m,3), 5.1 (s,2), 4.95 (s,2) ppm.

Sources & evidence

ORD record
ord-1a30227dd645430c9b19f043cd01f350
Source dataset
uspto-grants-1998_03
Patent number
US05731308

Reaction notes

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