Hydrochloric Acid → HCID 67403541, compound

HRID 906062Notes

Reaction equation

HRID 906062 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]([NH:16]C(=O)OC(C)(C)C)[CH3:15])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[ClH:24]>O1CCOCC1.CO>[ClH:24].[ClH:24].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([C@@H:14]([NH2:16])[CH3:15])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86631938HCID 86631938, compound

Product 1

HCID 67403541HCID 67403541, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1,1-dimethylethyl {(1S)-1-[4-(4-methylpiperazin-1-yl)phenyl]ethyl}carbamate (2 g, 6.3 mmol) and 4N hydrogen chloride in dioxane (5 mL) in methanol (5 mL) was refluxed for 2 min. After cooling to room temperature the mixture was concentrated and rotary evaporated from benzene, and further dried in vacuo to afford 1.7 g, 5.9 mmol (95%) of (S)-1-[4-(4-methylpiperazin-1-yl)phenyl]ethylamine dihydrochloride. MS (EI) for C13H21N3: 220 (MH+).

Workup

  1. concentrationwas concentrated
  2. customrotary evaporated from benzene
  3. customfurther dried in vacuo

Sources & evidence

ORD record
ord-08f29ac8436141a58b706590f27d1fd3
Source dataset
uspto-grants-2011_09
Patent number
US08012956B2

Reaction notes

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