Hydrogen Bromide → Carvedilol HBr

HRID 2353400Notes

Reaction equation

HRID 2353400 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 forms 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-e047ccd8d80e413191be860f60b5c300
Source dataset
uspto-grants-2010_07
Patent number
US07750036B2

Reaction notes

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