HCID 67193343, compound → Benzenecarboximidamide, 3-(4-piperidinyl)-, hydrochloride (1:2)

HRID 551270Notes

Reaction equation

HRID 551270 reaction equation
[ClH:1].Cl.[NH:3]1[CH2:8][CH:7]=[C:6]([C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([NH2:14])=[NH:13])[CH2:5][CH2:4]1>CO.[Pd]>[ClH:1].[ClH:1].[NH:3]1[CH2:8][CH2:7][CH:6]([C:9]2[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=2)[C:12]([NH2:14])=[NH:13])[CH2:5][CH2:4]1

Participants

4

Reactant 1

HCID 67193343HCID 67193343, compound

Product 1

HCID 67191896Benzenecarboximidamide, 3-(4-piperidinyl)-, hydrochloride (1:2)Yield 188%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-(1,2,3,6-Tetrahydropyridin-4-yl)benzamidine dihydrochloride (1.0 g, 5.0 mmol) is dissolved in methanol (50 ml) treated with 5% Pd on carbon and stirred overnight under an atmosphere of hydrogen gas. The reaction mixture is filtered; the filtrate is concentrated to give 3-piperidin-4ylbenzamidine dihydrochloride as a white foam (1.30 g, 4.7 mmol). 1H NMR (DMSO) δ 9.40 (s, 2H), 9.2 (br, 4H), 7.67 (br, 2H), 7.56 (br, 2H), 3.4 (br, 2H), 3.0 (m, 3H), 2.7 (br, 4H). Ion spray MS M++1: 204.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-3b600e3a56c34f94a44f19cee19f8202
Source dataset
uspto-grants-2011_05
Patent number
US07947684B2

Reaction notes

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