Diisopropylcarbodiimide → 3-(5-Chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino)-4-trifluoromethyl-benzonitrile

HRID 1258727Notes

Reaction equation

HRID 1258727 reaction equation
[Cl:1][C:2]1[C:3]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([F:20])([F:19])[F:18])[CH2:13][CH2:12]2)=[CH:4][C:5]([NH:9][CH3:10])=[C:6]([CH:8]=1)[NH2:7].[N:21]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[C:32]([F:35])([F:34])[F:33])[C:27]#[N:28])=[C:22]=S.CC(C)N=C=NC(C)C>CN(C=O)C>[Cl:1][C:2]1[C:3]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([F:19])([F:18])[F:20])[CH2:13][CH2:12]2)=[CH:4][C:5]2[N:9]([CH3:10])[C:22]([NH:21][C:24]3[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=3[C:32]([F:35])([F:34])[F:33])[C:27]#[N:28])=[N:7][C:6]=2[CH:8]=1

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 679581715-Chloro-2-methylamino-4-(4-trifluoromethyl-piperidin-1-yl)anilineHCID 866743453-Isothiocyanato-4-(trifluoromethyl)benzonitrile

Product 1

HCID 866743443-(5-Chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino)-4-trifluoromethyl-benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The sub-title compound was prepared in analogy to Example 76 using 5-chloro-2-methylamino-4-(4-trifluoromethyl-piperidin-1-yl)aniline (998 mg, 3.24 mmol), 3-isothiocyanato-4-(trifluoromethyl)benzonitrile (740 mg, 3.24 mmol), DIC (409 mg, 3.24 mmol) and DMF (7 mL).

Sources & evidence

ORD record
ord-51e2d3645f7d46928a807682ed25e3b2
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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