1,2-Dichloroethane → N-{4-Chloro-3-[5-chloro-1-methyl-6-(4-methyl-piperazin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-1-trifluoromethyl-cyclopropanecarboxamide

HRID 1258673Notes

Reaction equation

HRID 1258673 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[N:19]=[C:20]=S.[Cl:22][C:23]1[C:24]([N:32]2[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]2)=[CH:25][C:26]([NH:30][CH3:31])=[C:27]([CH:29]=1)[NH2:28].C(Cl)CCl>CC#N>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[NH:19][C:20]1[N:30]([CH3:31])[C:26]2[CH:25]=[C:24]([N:32]3[CH2:33][CH2:34][N:35]([CH3:38])[CH2:36][CH2:37]3)[C:23]([Cl:22])=[CH:29][C:27]=2[N:28]=1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 679579235-Chloro-2-methylamino-4-(4-methyl-piperazin-1-yl)-anilineHCID 86646336N-(4-Chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide

Product 1

HCID 60162660N-{4-Chloro-3-[5-chloro-1-methyl-6-(4-methyl-piperazin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-1-trifluoromethyl-cyclopropanecarboxamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared from N-(4-chloro-3-isothiocyanato-benzyl)-1-trifluoromethyl-cyclopropanecarboxamide (176 mg, 0.5 mmol), 5-chloro-2-methylamino-4-(4-methyl-piperazin-1-yl)-aniline (134 mg, 0.5 mmol) and EDC (93 μL, 0.5 mmol) in MeCN (5 mL) in analogy to example 1 step (g).

Sources & evidence

ORD record
ord-52d61bce60124560bec79918888a27b5
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

Loading…