Methyl 2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-6-chloroisonicotinate → Methyl 2-(4-aminopiperidin-1-yl)-6-chloroisonicotinate hydrochloride salt

HRID 2233879Notes

Reaction equation

HRID 2233879 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:16]=[C:17]([CH:22]=[C:23]([Cl:25])[N:24]=2)[C:18]([O:20][CH3:21])=[O:19])[CH2:11][CH2:10]1)=O)(C)(C)C>Cl.O1CCOCC1>[ClH:25].[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]2[CH:16]=[C:17]([CH:22]=[C:23]([Cl:25])[N:24]=2)[C:18]([O:20][CH3:21])=[O:19])[CH2:13][CH2:14]1

Participants

3

Reactant 1

HCID 86608242Methyl 2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-6-chloroisonicotinate2×

Product 1

HCID 86608260Methyl 2-(4-aminopiperidin-1-yl)-6-chloroisonicotinate hydrochloride saltYield 200%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

Methyl 2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-6-chloroisonicotinate (Intermediate 23, 1.81 g, 4.9 mmol) was dissolved in 4 N HCl/dioxane (200 ml). The mixture was stirred at room temperature for 2 h. The solvent was removed under vacuum to give the title compound (1.5 g).

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-5a28872fc9ec48b28f06254db2780570
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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