4-[1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-ylamino]-piperidine-1-carboxylic acid tert-butyl ester → [1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-yl]-piperidin-4-yl-amine hydrochloride

HRID 451396Notes

Reaction equation

HRID 451396 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:19]=[C:18]([CH3:20])[N:17]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=3[Cl:28])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>O1CCOCC1.Cl>[ClH:27].[Cl:28][C:22]1[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:21]=1[N:17]1[C:18]([CH3:20])=[N:19][C:15]([NH:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[N:16]1

Participants

4

Reactant 1

HCID 673419754-[1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-ylamino]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67342750[1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-yl]-piperidin-4-yl-amine hydrochlorideYield 112.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

4-[1-(2,4-Dichloro-phenyl)-5-methyl-1H-[1,2,4]triazol-3-ylamino]-piperidine-1-carboxylic acid tert-butyl ester (120 mg, 0.28 mmol) was dissolved in dioxane (2 ml) saturated with HCl gas. The mixture was stirred overnight at room temperature, concentrated and the residue triturated with diethyl ether to yield the title compound as a brownish solid (57 mg, 56%).

Workup

  1. concentrationconcentrated
  2. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-a08f81a37e3348e5bc587ff8136ddf19
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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