Hydrochloric Acid → HCID 67976076, compound

HRID 706711Notes

Reaction equation

HRID 706711 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][N:9]2[C:12]([C:15]([NH:17][C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH:20]=[N:21][N:22]4[CH2:27][CH:28]3[CH2:33][CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29]3)=[O:16])=[CH:13][N:14]=[C:8]2[CH:7]=1.[ClH:41]>C(Cl)Cl.O1CCOCC1>[ClH:41].[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][N:9]2[C:12]([C:15]([NH:17][C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH:20]=[N:21][N:22]4[CH2:27][CH:28]3[CH2:33][CH2:32][CH2:31][NH:30][CH2:29]3)=[O:16])=[CH:13][N:14]=[C:8]2[CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67977254HCID 67977254, compound

Product 1

HCID 67976076HCID 67976076, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl 3-((4-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxamido)-1H-indazol-1-yl)methyl)piperidine-1-carboxylate (0.056 g, 0.10 mmol) in DCM (1 mL) was treated with 4N hydrochloric acid in dioxane (1 mL) at ambient temperature. The mixture was stirred at ambient temperature overnight, concentrated to afford 7-(2-methoxyethoxy)-N-(1-(piperidin-3-ylmethyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide hydrochloride (0.0046 g, 93% yield) as a brown oil. MS (APCI) m/z=449 (M+H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-4f7fc2e20b5c4da0882c850d974f80ae
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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