4,5-Dimethylpyridin-2-amine → 2-(2,6-Dichlorophenylamino)-N-(4,5-dimethylpyridin-2-yl)-6-fluoro-1-methyl-1H-benzimidazole-5-carboxamide

HRID 1406527Notes

Reaction equation

HRID 1406527 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[N:14]([CH3:15])[C:13]2[CH:16]=[C:17]([F:25])[C:18]([C:20](OCC)=[O:21])=[CH:19][C:12]=2[N:11]=1.C[Al](C)C.[CH3:30][C:31]1[C:36]([CH3:37])=[CH:35][N:34]=[C:33]([NH2:38])[CH:32]=1>CCCCCC.C1COCC1>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[NH:9][C:10]1[N:14]([CH3:15])[C:13]2[CH:16]=[C:17]([F:25])[C:18]([C:20]([NH:38][C:33]3[CH:32]=[C:31]([CH3:30])[C:36]([CH3:37])=[CH:35][N:34]=3)=[O:21])=[CH:19][C:12]=2[N:11]=1

Participants

6

Reactant 3

HCID 124040134,5-Dimethylpyridin-2-amineHCID 16682925TrimethylaluminumHCID 67229860Ethyl 2-(2,6-dichlorophenylamino)-6-fluoro-1-methyl-1H-benzimidazole-5-carboxylate

Product 1

HCID 585622912-(2,6-Dichlorophenylamino)-N-(4,5-dimethylpyridin-2-yl)-6-fluoro-1-methyl-1H-benzimidazole-5-carboxamide

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

Prepared analogously to example 131f from ethyl 2-(2,6-dichlorophenylamino)-6-fluoro-1-methyl-1H-benzimidazole-5-carboxylate, 2 M trimethyl aluminium solution in hexane and 4,5-dimethylpyridin-2-amine in THF.

Sources & evidence

ORD record
ord-24c9a9f8dfc94f2a9ee46af08ef645ce
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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