(R)-3-(2-(2-(hydroxymethyl)pyrrolidin-1-yl)ethyl)-5-methylisoquinolin-1(2H)-one → (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one mono-D-tartrate monohydrate

HRID 1875704Notes

Reaction equation

HRID 1875704 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.C(O)C.[C:25]([OH:34])(=[O:33])[C@H:26]([C@@H:28]([C:30]([OH:32])=[O:31])[OH:29])[OH:27]>C(O)C>[OH2:1].[C:30]([C@H:28]([C@@H:26]([C:25]([OH:34])=[O:33])[OH:27])[OH:29])([OH:32])=[O:31].[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 10424118(R)-3-(2-(2-(hydroxymethyl)pyrrolidin-1-yl)ethyl)-5-methylisoquinolin-1(2H)-oneHCID 86653873D-tartaric acid ethanol

Product 1

HCID 86653872(R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one mono-D-tartrate monohydrate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution (500 mL) of a free form (51 mg) of (R)-3-[2-(2-hydroxymethylpyrrolidin-1-yl)ethyl]-5-methyl-2H-isoquinolin-1-one in ethanol was added dropwise 100 mg/mL D-tartaric acid ethanol solution (272 μL) under ice-cooling with stirring and the mixture was left standing for 1 hr. The resulting precipitate was collected by filtration, washed with cold ethanol (2 mL) and dried under reduced pressure at 40° C. for 4 hr to give the title compound (74 mg).

Workup

  1. temperaturecooling
  2. waitthe mixture was left
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with cold ethanol (2 mL)
  5. customdried under reduced pressure at 40° C. for 4 hr

Sources & evidence

ORD record
ord-739fb24466dc40f4b8c98ecf42eb67c6
Source dataset
uspto-grants-2012_11
Patent number
US08309573B2

Reaction notes

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