Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → N-{4-Chloro-2-fluoro-5-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-1-trifluoromethyl-cyclopropanamide
Reaction equation
[Cl:1][C:2]1[C:9]([NH:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[C:18]([N:22]4[CH2:27][CH2:26][CH:25]([C:28]([F:31])([F:30])[F:29])[CH2:24][CH2:23]4)[C:19]([Cl:21])=[CH:20][C:13]=3[N:12]=2)=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([F:32])[CH:3]=1.[F:33][C:34]([F:42])([F:41])[C:35]1([C:38](O)=[O:39])[CH2:37][CH2:36]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[Cl:1][C:2]1[C:9]([NH:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[C:18]([N:22]4[CH2:27][CH2:26][CH:25]([C:28]([F:30])([F:29])[F:31])[CH2:24][CH2:23]4)[C:19]([Cl:21])=[CH:20][C:13]=3[N:12]=2)=[CH:8][C:5]([CH2:6][NH:7][C:38]([C:35]2([C:34]([F:42])([F:41])[F:33])[CH2:37][CH2:36]2)=[O:39])=[C:4]([F:32])[CH:3]=1Participants
5
Reactant 3
HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acid
HCID 866743504-Chloro-2-fluoro-5-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzylamineProduct 1
Reagents, catalysts & solvents 1
Procedure
The title compound was prepared in analogy to the procedure in Example 94, step (c) using 4-chloro-2-fluoro-5-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzylamine (270 mg; 0.55 mmol), 1-trifluoromethyl-cyclopropanecarboxylic acid (85 mg; 0.55 mmol), HBTU (209 mg; 0.55 mmol), TEA (111 mg; 1.10 mmol) and DMF (5 mL)
Sources & evidence
- ORD record
- ord-b43fd80d98be4f8095aad8f5e4066ac2
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08466186B2
Reaction notes
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