Trifluoroacetic acid → N-(3-((1H-indazol-1-yl)methyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

HRID 530870Notes

Reaction equation

HRID 530870 reaction equation
FC(F)(F)C(O)=O.[N:8]1([CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH:20]([NH:24][C:25]([C:27]3[CH:28]=[C:29]4[C:33](=[CH:34][CH:35]=3)[N:32](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:31]=[C:30]4[C:55]3[CH:60]=[CH:59][N:58]=[C:57]([CH3:61])[CH:56]=3)=[O:26])[CH2:19]2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[N:9]1>C([SiH](CC)CC)C>[N:8]1([CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH:20]([NH:24][C:25]([C:27]3[CH:28]=[C:29]4[C:33](=[CH:34][CH:35]=3)[NH:32][N:31]=[C:30]4[C:55]3[CH:60]=[CH:59][N:58]=[C:57]([CH3:61])[CH:56]=3)=[O:26])[CH2:19]2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[N:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67985189N-(3-((1H-indazol-1-yl)methyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide

Product 1

HCID 67985939N-(3-((1H-indazol-1-yl)methyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 12052TriethylsilaneCatalyst

Procedure

Trifluoroacetic acid (5 mL) was added to N-(3-((1H-indazol-1-yl)methyl)cyclohexyl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide (0.1 mmol). The reaction was stirred at room temperature for 30 minutes. Triethylsilane (1 drop) was added to the reaction and stirred for an additional 5 minutes. The crude product purified using prep HPLC.

Workup

  1. stirringstirred for an additional 5 minutes
  2. customThe crude product purified

Sources & evidence

ORD record
ord-e2cdba07d9b94b51a8d37184f8ed071b
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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