Hydrochloric Acid → N,N-Dimethyl-1-(3-(methylamino)propyl)-4-(thiophen-2-yl)piperidin-4-amine tris hydrochloride

HRID 1500342Notes

Reaction equation

HRID 1500342 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:27])[C:4]1([C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][N:13](C)[C:14](=O)OC(C)(C)C)[CH2:6][CH2:5]1.CO.C(Cl)(Cl)[Cl:31]>C(Cl)(Cl)Cl>[ClH:31].[ClH:1].[ClH:31].[CH3:27][N:3]([CH3:2])[C:4]1([C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][NH:13][CH3:14])[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21584188Chloroform methanolHCID 68490529HCID 68490529, compound

Product 1

HCID 68495618N,N-Dimethyl-1-(3-(methylamino)propyl)-4-(thiophen-2-yl)piperidin-4-amine tris hydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

HCl gas was passed through a solution of 1.5 g (1 eq) tert-butyl 3-(4-(dimethylamino)-4-(thiophen-2-yl)piperidin-1-yl)propyl(methyl)carbamate in 30 ml chloroform at 0° C. for ˜30 min. The reaction course was monitored by thin-layer chromatography (20% MeOH/CHCl3). Once the conversion was complete, the solvent was removed under reduced pressure. After trituration with diethyl ether, 1.5 g (98%) of product were obtained in the form of a white solid.

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-8c9c2c8d63f2416db93806b0477ded3d
Source dataset
uspto-grants-2015_12
Patent number
US09206156B2

Reaction notes

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