Hydrochloric Acid → HCID 67079895, compound

HRID 655529Notes

Reaction equation

HRID 655529 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[C:10](=[O:23])[C@@H:9]1[CH3:24])=O)(C)(C)C.Cl>O1CCOCC1>[CH3:24][C@@H:9]1[NH:8][CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)[C:10]1=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66999388HCID 66999388, compound

Product 1

HCID 67079895HCID 67079895, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-2-methyl-3-oxo-4-(3-piperidin-1-yl-propyl)-piperazine-1-carboxylic acid tert-butyl ester (1.07 g, 3.15 mmol) in 1,4-dioxane (10 ml) was treated at room temperature with hydrogen chloride solution (4 M in 1,4-dioxane, 2.4 ml, 9.6 mmol), then after 4 h the reaction mixture was partitioned between 2 M aq. sodium carbonate solution and dichloromethane. The organic layer was washed with brine, dried (MgSO4), filtered, and evaporated to afford the title compound (697 mg, 92%). Colorless gum, MS (ISP)=240.3 (M+H)+.

Workup

  1. customafter 4 h the reaction mixture was partitioned between 2 M aq. sodium carbonate solution and dichloromethane
  2. washThe organic layer was washed with brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-d4031ac4ab654adcbbaaefec04c5a436
Source dataset
uspto-grants-2011_12
Patent number
US08071586B2

Reaction notes

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