HCID 178440328, compound → HCID 178440329, compound

HRID 455916Notes

Reaction equation

HRID 455916 reaction equation
[CH3:1][CH2:2][CH2:3][C:4]1[C:8]2[NH:9][C:10]([C:14]3[CH:19]=[C:18]([S:20]([N:23]4[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]4)(=[O:22])=[O:21])[CH:17]=[CH:16][C:15]=3[O:30][CH2:31][CH3:32])=[N:11][C:12](=[O:13])[C:7]=2[N:6]([CH3:33])[N:5]=1.Cl.[Na].[NH2:36][C@H:37]([C:45]([OH:47])=[O:46])[CH2:38][CH2:39][CH2:40][NH:41][C:42](=[NH:44])[NH2:43]>C(O)C.O>[CH3:1][CH2:2][CH2:3][C:4]1[C:8]2[N:9]=[C:10]([C:14]3[CH:19]=[C:18]([S:20]([N:23]4[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]4)(=[O:21])=[O:22])[CH:17]=[CH:16][C:15]=3[O:30][CH2:31][CH3:32])[NH:11][C:12](=[O:13])[C:7]=2[N:6]([CH3:33])[N:5]=1.[NH2:36][C@H:37]([C:45]([OH:47])=[O:46])[CH2:38][CH2:39][CH2:40][NH:41][C:42](=[NH:43])[NH2:44]

Participants

5

Reactant 2

HCID 178440328HCID 178440328, compoundHCID 178512922HCID 178512922, compound

Product 1

HCID 178440329HCID 178440329, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

In a flask equipped with a magnetic stirrer, Sildenafil HCl (8.8 g) is dissolved in a mixture of ethanol (100 mL) and water (30 mL), added an ethanol solution of Arginine sodium then reacted at 50° C. for 60 mins. After cooling, a white precipitate is obtained and the sodium chloride is removed by filtration. The methanol is added under room temperature and being incubated over night for re-precipitation. The Sildenafil-L-Arginine complex salt (10.8 g) is obtained after filtering the crystal.

Workup

  1. customIn a flask equipped with a magnetic stirrer
  2. customthen reacted at 50° C. for 60 mins
  3. temperatureAfter cooling
  4. customa white precipitate is obtained
  5. customthe sodium chloride is removed by filtration
  6. additionThe methanol is added under room temperature
  7. custombeing incubated over night for re-precipitation

Sources & evidence

ORD record
ord-da34c96db28d45779d7503fb7db7c074
Source dataset
uspto-grants-2013_07
Patent number
US08497370B2

Reaction notes

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