Hydrochloric Acid → N-(3-ethyl-1-((6-(piperazin-1-ylmethyl)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride

HRID 79292Notes

Reaction equation

HRID 79292 reaction equation
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[N:30]=[C:29]([CH2:31][N:32]3[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]3)[CH:28]=[CH:27][CH:26]=2)[N:4]=1)[CH3:2].[ClH:45]>C(OCC)(=O)C>[ClH:45].[ClH:45].[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[C:29]([CH2:31][N:32]3[CH2:33][CH2:34][NH:35][CH2:36][CH2:37]3)[N:30]=2)[N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67261333tert-butyl 4-((6-((3-ethyl-4-(imidazo[1,2-a]pyridine-3-carboxamido)-1H-indazol-1-yl)methyl)pyridin-2-yl)methyl)piperazine-1-carboxylate

Product 1

HCID 67261449N-(3-ethyl-1-((6-(piperazin-1-ylmethyl)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 4-((6-((3-ethyl-4-(imidazo[1,2-a]pyridine-3-carboxamido)-1H-indazol-1-yl)methyl)pyridin-2-yl)methyl)piperazine-1-carboxylate in ethyl acetate was added hydrogen chloride (1 mL; 4M in dioxane) and the mixture was stirred for 45 minutes. The solvent was removed under reduced pressure and the material was dried under high vacuum to give N-(3-ethyl-1-((6-(piperazin-1-ylmethyl)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide dihydrochloride (12 mg). MS (APCI), positive scan, m/z=495.3 (M+H).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe material was dried under high vacuum

Sources & evidence

ORD record
ord-58a041e911df4f42a2fe4ce923726a4c
Source dataset
uspto-grants-2014_09
Patent number
US08841455B2

Reaction notes

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