Hydrogen Bromide → Carvedilol HBr

HRID 1992564Notes

Reaction equation

HRID 1992564 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][NH:12][CH2:13][CH:14]([OH:30])[CH2:15][O:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[NH:29][C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:22]=12.ClCCl.C(OC(C)C)(=O)C.C(#N)C.[BrH:44]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][NH:12][CH2:13][CH:14]([OH:30])[CH2:15][O:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[NH:29][C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:22]=12.[BrH:44]

Participants

7

Reactant 5

HCID 260Hydrogen Bromide3×HCID 2585CarvedilolHCID 6342AcetonitrileHCID 6344DichloromethaneHCID 7915Isopropyl Acetate

Product 1

HCID 9957094Carvedilol HBr

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Carvedilol free base is dissolved in a solvent (dichloromethane, isopropyl acetate, and acetonitrile have been used) and anhydrous HBr is added (HBr in acetic acid or gaseous HBr). The solution is cooled, and crystallization ensues. The product is filtered, washed with process solvent, and dried.

Workup

  1. temperatureThe solution is cooled
  2. customcrystallization ensues
  3. filtrationThe product is filtered
  4. washwashed with process solvent
  5. customdried

Sources & evidence

ORD record
ord-477b0efe593d4879baba086b7d766302
Source dataset
uspto-grants-2010_01
Patent number
US07649010B2

Reaction notes

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