Hydrochloric Acid → HCID 66811254, compound

HRID 1097293Notes

Reaction equation

HRID 1097293 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[C:26](=[O:27])[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]2=[O:28])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:29]>CO>[ClH:29].[ClH:29].[N:11]1([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[C:26](=[O:27])[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]2=[O:28])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11326663HCID 11326663, compound

Product 1

HCID 66811254HCID 66811254, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Boc-protected piperazine 9 (4.00 g, 10.30 mmol) was dissolved in methanol (45 mL). The solution was cooled in an ice bath. Ethereal hydrogen chloride (30 mL) was added slowly in three portions. A precipitate formed as the reaction stirred at room temperature for 14 hours. The white solid was collected by vacuum filtration and dried under vacuum to give piperazine dihydrochloride salt 10 (3.35 g, 90%): 1H NMR (500 MHz, DMSO-d6) δ 1.62-1.71 (m, 4H), 3.11-3.17 (m, 5H), 2.39-3.41 (m, 2H), 3.48-3.77 (m, 4H), 7.83-7.91 (m, 4H), 9.33 (br, 2H), 11.54 (br, 1H); ESI MS m/z 288 [C16H21N3O2+H]+.

Workup

  1. temperatureThe solution was cooled in an ice bath
  2. customA precipitate formed as the reaction
  3. filtrationThe white solid was collected by vacuum filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-42ca808c4bf648f69954af5e1df7c2f4
Source dataset
uspto-grants-2012_03
Patent number
US08143256B2

Reaction notes

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