Phosphoric Acid → (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one monophosphate

HRID 1875698Notes

Reaction equation

HRID 1875698 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][C:10]1[NH:11][C:12](=[O:21])[C:13]2[C:18]([CH:19]=1)=[C:17]([CH3:20])[CH:16]=[CH:15][CH:14]=2.[P:22](=[O:26])([OH:25])([OH:24])[OH:23]>C(O)C>[P:22]([OH:26])([OH:25])([OH:24])=[O:23].[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][C:10]1[NH:11][C:12](=[O:21])[C:13]2[C:18]([CH:19]=1)=[C:17]([CH3:20])[CH:16]=[CH:15][CH:14]=2

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 10424118(R)-3-(2-(2-(hydroxymethyl)pyrrolidin-1-yl)ethyl)-5-methylisoquinolin-1(2H)-one

Product 1

HCID 25164152(R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one monophosphate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A free form (1 g) of (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one was measured, ethanol (40 ml) was added and the mixture was completely dissolved by heating under reflux. Thereto was added commercially available 85% phosphoric acid (200 μL) and the mixture was left stirring at room temperature for 1 hr. The precipitate was collected by filtration and dissolved again in water (1 mL) at 80° C. Ethanol (8 mL) was added and the mixture was left standing at room temperature for 1 hr. The resulting precipitate was collected by filtration and dried under reduced pressure at 50° C. for 9 hr to give the title compound (838 mg).

Workup

  1. dissolutionthe mixture was completely dissolved
  2. temperatureby heating
  3. temperatureunder reflux
  4. waitthe mixture was left
  5. filtrationThe precipitate was collected by filtration
  6. dissolutiondissolved again in water (1 mL) at 80° C
  7. additionEthanol (8 mL) was added
  8. waitthe mixture was left
  9. waitstanding at room temperature for 1 hr
  10. filtrationThe resulting precipitate was collected by filtration
  11. customdried under reduced pressure at 50° C. for 9 hr

Sources & evidence

ORD record
ord-d71089bce50045149252bd98143cd3b0
Source dataset
uspto-grants-2012_11
Patent number
US08309573B2

Reaction notes

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