Hydrochloric Acid → 2-(2-(Pyridin-3-yl)ethyl)-n-p-tolylpiperazine-1-carboxamide dihydrochloride

HRID 70224Notes

Reaction equation

HRID 70224 reaction equation
[ClH:1].O1CCOCC1.OC(C(F)(F)F)=O.[N:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][CH2:22][CH:23]2[N:28]([C:29](=[O:38])[NH:30][C:31]3[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=3)[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24]2)[CH:16]=1>>[ClH:1].[ClH:1].[N:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][CH2:22][CH:23]2[CH2:24][NH:25][CH2:26][CH2:27][N:28]2[C:29]([NH:30][C:31]2[CH:32]=[CH:33][C:34]([CH3:37])=[CH:35][CH:36]=2)=[O:38])[CH:16]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 131728877HCID 131728877, compound

Product 1

HCID 667969182-(2-(Pyridin-3-yl)ethyl)-n-p-tolylpiperazine-1-carboxamide dihydrochlorideYield 90%

Procedure

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to tert-butyl 3-(2-(pyridin-3-yl)ethyl)-4-(p-tolylcarbamoyl)piperazine-1-carboxylate TFA salt (133.9 mg, 0.248 mmol). After 1 h, the reaction mixture was concentrated under reduced pressure, yielding 89.3 mg (90%) of the desired product as a white solid. LC-MS: RT=3.16 min, [M+H]+=325.2.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-dfd353bfc9ad4e6b9c96601893608d50
Source dataset
uspto-grants-2014_09
Patent number
US08822472B2

Reaction notes

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