Carvedilol → 2-(2-Methoxyphenoxy)ethyl amine

HRID 1246268Notes

Reaction equation

HRID 1246268 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>C(O)C.O>[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.[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][NH2:12]

Participants

5

Reactant 1

HCID 2585Carvedilol

Product 2

HCID 2585CarvedilolHCID 17130052-(2-Methoxyphenoxy)ethyl amineYield 425.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

Carvedilol (40 g) was dissolved in 150 ml of ethanol and 40 ml water. The solution was heated with agitation to 60–70° C. until the solid material was completely dissolved. The solution is then cooled with agitation to 10° C. over a period of 3 hours. After stirring the suspension for an additional 2.75 hours, the product is filtered. Pure Carvedilol Form III (35 g) was obtained.

Workup

  1. temperatureThe solution was heated with agitation to 60–70° C. until the solid material
  2. dissolutionwas completely dissolved
  3. filtrationthe product is filtered

Sources & evidence

ORD record
ord-a853ae858b3d44ef826a40810c108787
Source dataset
uspto-grants-2006_10
Patent number
US07126008B2

Reaction notes

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