Hydrochloric Acid → (4-Methylpiperazin-1-yl)(piperidin-4-yl)methanone--hydrogen chloride (1/1)

HRID 446854Notes

Reaction equation

HRID 446854 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:23]>O1CCOCC1.C(OCC)C>[ClH:23].[CH3:22][N:19]1[CH2:18][CH2:17][N:16]([C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])[CH2:21][CH2:20]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 39614341,1-Dimethylethyl 4-[(4-methyl-1-piperazinyl)carbonyl]-1-piperidinecarboxylate

Product 1

HCID 56831934(4-Methylpiperazin-1-yl)(piperidin-4-yl)methanone--hydrogen chloride (1/1)Yield 54%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A mixture of 4-(4-methyl-piperazine-1-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester (25.8 g, 82.8 mmol), dry dioxane (500 mL) and 6.5 N hydrogen chloride in dioxane (275 mL) was stirred at room temperature overnight, then diluted with diethyl ether and stirred at 0° C. for 1 h. The precipitated crystals were filtered off, washed with diethyl ether and dried to yield 12.44 g (54%) of the title compound. Mp: 305-307° C. (decomposition).

Workup

  1. stirringstirred at 0° C. for 1 h
  2. filtrationThe precipitated crystals were filtered off
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-faaea22dc72e458b92484d4749750b56
Source dataset
uspto-grants-2013_07
Patent number
US08481527B2

Reaction notes

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