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Water → HCID 21100538, compound

HRID 2373283
Notes
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Reaction equation

HRID 2373283 reaction equation
C([C@H]([C@@H](C(O)=O)O)O)(O)=O.[CH2:11]([N:18]1[CH2:22][CH2:21][CH:20]([C:23]2[NH:24][C:25](=[O:34])[C:26]3[C:31]([CH:32]=2)=[C:30]([CH3:33])[CH:29]=[CH:28][CH:27]=3)[CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(Cl)Cl.[OH-].[Na+].O>CO>[CH2:11]([N:18]1[CH2:22][CH2:21][CH:20]([C:23]2[NH:24][C:25](=[O:34])[C:26]3[C:31]([CH:32]=2)=[C:30]([CH3:33])[CH:29]=[CH:28][CH:27]=3)[CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 21100537HCID 21100537, compound

Product 1

HCID 21100538HCID 21100538, compoundYield 104.3%

Reagents, catalysts & solvents 1

HCID 887Methanol
Solvent

Procedure

Subsequently, the crystals recovered from the mother liquor of the recrystallization was recrystallized three times from methanol to yield (11.74 g). (−)-3-(1-Benzylpyrrolidin-3-yl)-5-methyl-2H-isoquinolin-1-one D-tartrate (38.8 g) was stirred in methanol (150 ml)-methylene chloride (300 ml), 1N aqueous sodium hydroxide solution (200 ml) and water (100 ml) were added dropwise to alkalify the solution. The methylene chloride layer was partitioned and washed with water, and then dried over magnesium sulfate and concentrated to give (−)-3-(1-benzylpyrrolidin-3-yl)-5-methyl-2H-isoquinolin-1-one (27.5 g).

Workup

  1. customSubsequently, the crystals recovered from the mother liquor of the recrystallization
  2. customwas recrystallized three times from methanol
  3. customto yield (11.74 g)
  4. additionwere added dropwise
  5. customThe methylene chloride layer was partitioned
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-0151c7ee045040abae237061f0666358
Source dataset
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07459465B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes