Hydrochloric Acid → 6-(Piperidin-3-ylamino)nicotinonitrile hydrochloride

HRID 57689Notes

Reaction equation

HRID 57689 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][CH:10]2[CH2:15][CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11]2)=[N:7][CH:8]=1)#[N:2].[ClH:23]>O1CCOCC1>[ClH:23].[NH:12]1[CH2:13][CH2:14][CH2:15][CH:10]([NH:9][C:6]2[N:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57911756Tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate

Product 1

HCID 670603386-(Piperidin-3-ylamino)nicotinonitrile hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.24 g (3.4 mmol) of tert-butyl 3-[(5-cyanopyridin-2-yl)amino]piperidine-1-carboxylate (Example 35A) were dissolved in 4.3 ml of a solution of hydrochloric acid in dioxane (4 M), and the mixture was stirred at RT for 3 h. After the reaction had gone to completion, the solvent was removed completely. This gave 1.74 g (90% of theory) of the product as a solid.

Workup

  1. customthe solvent was removed completely

Sources & evidence

ORD record
ord-db33fc17bb4748ae8062006948bbe6bf
Source dataset
uspto-grants-2016_09
Patent number
US09434731B2

Reaction notes

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