1-Methyl-1H-imidazole-5-carbonitrile → 2-(8-Hydroxy-2-methyl-quinolin-4-yl)-3-methyl-3H-imidazole-4-carbonitrile

HRID 1959608Notes

Reaction equation

HRID 1959608 reaction equation
Br[C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.[CH3:14][N:15]1[C:19]([C:20]#[N:21])=[CH:18][N:17]=[CH:16]1.CC1C=C(C2N(C)C=CN=2)C2C(=C(O)C=CC=2)N=1>>[OH:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[C:4]([CH3:13])[CH:3]=[C:2]2[C:16]1[N:15]([CH3:14])[C:19]([C:20]#[N:21])=[CH:18][N:17]=1

Participants

4

Reactant 3

HCID 27954251-Methyl-1H-imidazole-5-carbonitrileHCID 670771594-Bromo-2-methyl-quinolin-8-olHCID 1359503062-Methyl-4-(1-methyl-1H-imidazol-2-yl)-quinolin-8-ol

Product 1

HCID 1363463752-(8-Hydroxy-2-methyl-quinolin-4-yl)-3-methyl-3H-imidazole-4-carbonitrile

Procedure

Coupling of 4-bromo-2-methyl-quinolin-8-ol (400 mg. 1.68 mmol) with 3-methyl-3H-imidazole-4-carbonitrile (450 mg. 4.20 mmol) according to the synthesis of 2-methyl-4-(1-methyl-1H-imidazol-2-yl)-quinolin-8-ol yielded the title compound. MS (m/z): 265.2 [M+H+].

Sources & evidence

ORD record
ord-bd625cb49dc9408fb5181df0dd466ede
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

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