Hydrochloric Acid → HCID 178463266, compound

HRID 1912454Notes

Reaction equation

HRID 1912454 reaction equation
Cl.O1CCOCC1.C(OC(=O)[NH:14][C:15]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Br:28])[CH:23]=1)([C:17]1[CH:21]=[CH:20][NH:19][N:18]=1)[CH3:16])(C)(C)C>>[Br:28][C:24]1[CH:23]=[C:22]([C:15]([NH2:14])([C:17]2[CH:21]=[CH:20][NH:19][N:18]=2)[CH3:16])[CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178453171HCID 178453171, compound

Product 1

HCID 178463266HCID 178463266, compoundYield 100%

Procedure

Hydrochloric acid 4 M in dioxane (7.88 mL, 31.54 mmol) was added to rac-[1-(3-bromo-phenyl)-1-(1H-pyrazol-3-yl)-ethyl]-carbamic acid tert-butyl ester (1.65 g, 4.51 mmol) at room temperature. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated in vacuo. The residue was suspended in DCM and washed with NaHCO3 (aq. sat. solution). The organic layer was separated, dried (MgSO4), filtered and the solvents evaporated in vacuo to yield rac-1-(3-bromo-phenyl)-1-(1H-pyrazol-3-yl)-ethylamine (1.2 g, 100% yield) as a white solid, which was used in the next step without further purification.

Workup

  1. customThe solvent was evaporated in vacuo
  2. washwashed with NaHCO3 (aq. sat. solution)
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvents evaporated in vacuo

Sources & evidence

ORD record
ord-505d0a9b58344212af30490457251c50
Source dataset
uspto-grants-2013_12
Patent number
US08609660B2

Reaction notes

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