Hydrochloric Acid → 1-(2-Aminoethyl)-N,N-dimethyl-4-(thiophen-2-yl)piperidin-4-amine tris hydrochloride

HRID 1500329Notes

Reaction equation

HRID 1500329 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:25])[C:4]1([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][NH:12]C(=O)OC(C)(C)C)[CH2:6][CH2:5]1.CO.C(Cl)(Cl)[Cl:29]>C(Cl)(Cl)Cl>[ClH:29].[ClH:1].[ClH:29].[NH2:12][CH2:11][CH2:10][N:7]1[CH2:8][CH2:9][C:4]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)([N:3]([CH3:25])[CH3:2])[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21584188Chloroform methanolHCID 68494469HCID 68494469, compound

Product 1

HCID 684979041-(2-Aminoethyl)-N,N-dimethyl-4-(thiophen-2-yl)piperidin-4-amine tris hydrochlorideYield 97%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

HCl gas was passed through a solution of 9 g (1 eq) tert-butyl 2-(4-(dimethylamino)-4-(thiophen-2-yl)piperidin-1-yl)ethylcarbamate in chloroform at 0° C. for ˜30 min. The reaction mixture was then stirred at room temperature for one hour. The reaction course was monitored by thin-layer chromatography (10% MeOH/CHCl3). Once the conversion was complete, the solvent was removed under reduced pressure and 9 g (97%) 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-dadbc695a0fe41fdade46a542a2ba08f
Source dataset
uspto-grants-2015_12
Patent number
US09206156B2

Reaction notes

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