Amlodipine → HCID 86591094, compound

HRID 1070746Notes

Reaction equation

HRID 1070746 reaction equation
[CH2:1]([S:3]([OH:6])(=[O:5])=[O:4])[CH3:2].[CH3:7][CH2:8][O:9][C:10]([C:12]1[CH:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:23]=2[Cl:24])[C:16]([C:25]([O:27][CH3:28])=[O:26])=[C:15]([CH3:29])[NH:14][C:13]=1[CH2:30][O:31][CH2:32][CH2:33][NH2:34])=[O:11]>CO>[CH3:7][CH2:8][O:9][C:10]([C:12]1[CH:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:23]=2[Cl:24])[C:16]([C:25]([O:27][CH3:28])=[O:26])=[C:15]([CH3:29])[NH:14][C:13]=1[CH2:30][O:31][CH2:32][CH2:33][NH2:34])=[O:11].[CH2:1]([S:3]([O-:6])(=[O:5])=[O:4])[CH3:2]

Participants

4

Reactant 2

HCID 2162AmlodipineHCID 11668Ethanesulfonic acid

Product 1

HCID 86591094HCID 86591094, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
23 °C

Procedure

Into a 1L three-neck flask, ethanesulfonic acid (11.56 g, 1.05 equivalents) and methanol (200 ml) were poured. To the flask, a solution of amlodipine (40.8 g, 0.1 mole) in methanol (300 ml) was added dropwise. The resulting solution was stirred at 23° C. for 2 hours, cooled to 7° C. and stirred again for 1 hour to produce precipitates. They were washed at 5° C. with methanol (100 ml) and n-hexane (100 ml), filtered, and dried at 35° C. in vacuo to afford 46.4 g of amlodipine ethanesulfonate as a white crystalline solid (Yield 90%).

Workup

  1. temperaturecooled to 7° C.
  2. stirringstirred again for 1 hour
  3. customto produce
  4. customprecipitates
  5. washThey were washed at 5° C. with methanol (100 ml) and n-hexane (100 ml)
  6. filtrationfiltered
  7. customdried at 35° C. in vacuo

Sources & evidence

ORD record
ord-f493bd9425bf493386f142da8598659b
Source dataset
uspto-grants-2005_06
Patent number
US06903124B2

Reaction notes

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