Hydrochloric Acid → 3-Nitro-N6-(piperidin-3-yl)pyridine-2,6-diamine hydrochloride

HRID 2088666Notes

Reaction equation

HRID 2088666 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH:5]=[CH:4][C:3]=1[N+:22]([O-:24])=[O:23].[ClH:25]>O1CCOCC1>[ClH:25].[N+:22]([C:3]1[C:2]([NH2:1])=[N:7][C:6]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]2)=[CH:5][CH:4]=1)([O-:24])=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57911762Tert-butyl 3-[(6-amino-5-nitropyridin-2-yl)amino]piperidine-1-carboxylate

Product 1

HCID 689874193-Nitro-N6-(piperidin-3-yl)pyridine-2,6-diamine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

610 mg (1.62 mmol) of tert-butyl 3-[(6-amino-5-nitropyridin-2-yl)amino]piperidine-1-carboxylate (Example 28A) were dissolved in 40 ml of a solution of hydrochloric acid in dioxane (4 M), and the mixture was stirred at RT for 30 min. After the reaction had gone to completion, the solvent was removed completely. This gave 662 mg of the crude product.

Workup

  1. customthe solvent was removed completely

Sources & evidence

ORD record
ord-e734909f51104d439f6bfb376bea6b70
Source dataset
uspto-grants-2013_05
Patent number
US08436003B2

Reaction notes

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