Dichloromethane → 2-{4'-[(3Ar,6ar)-5-methylhexahydropyrrolo[3,4-b]pyrrol-1(2h)-yl]-1,1'-biphenyl-4-yl}pyridazin-3(2h)-one l-tartrate salt monohydrate

HRID 12986Notes

Reaction equation

HRID 12986 reaction equation
[C:1]([CH:4]([CH:6]([C:8]([OH:10])=[O:9])[OH:7])[OH:5])([OH:3])=[O:2].[CH3:11][N:12]1[CH2:19][C@@H:18]2[C@@H:14]([N:15]([C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][C:29]([N:32]5[C:37](=[O:38])[CH:36]=[CH:35][CH:34]=[N:33]5)=[CH:28][CH:27]=4)=[CH:22][CH:21]=3)[CH2:16][CH2:17]2)[CH2:13]1.ClCCl>O>[OH2:2].[C:1]([C@@H:4]([C@H:6]([C:8]([OH:10])=[O:9])[OH:7])[OH:5])([OH:3])=[O:2].[CH3:11][N:12]1[CH2:19][C@@H:18]2[C@@H:14]([N:15]([C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][C:29]([N:32]5[C:37](=[O:38])[CH:36]=[CH:35][CH:34]=[N:33]5)=[CH:28][CH:27]=4)=[CH:22][CH:21]=3)[CH2:16][CH2:17]2)[CH2:13]1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 247439152-{4'-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]-1,1'-biphenyl-4-yl}pyridazin-3(2H)-one tartrate

Product 1

HCID 684946212-{4'-[(3Ar,6ar)-5-methylhexahydropyrrolo[3,4-b]pyrrol-1(2h)-yl]-1,1'-biphenyl-4-yl}pyridazin-3(2h)-one l-tartrate salt monohydrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
48 °C

Procedure

2-{4′-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]-1,1′-biphenyl-4-yl}pyridazin-3(2H)-one tartrate (Form A) was suspended in 1 mL of solution mixture, which was prepared by mixing 5.0 mL of dichloromethane with 5.0 mL of 20% water (in methanol). The suspension was vortexed and heated to about 48° C. yielding a clear solution. The solution was then filtered and the supernatant cooled to ambient temperatures naturally overnight. The solids precipitated over the night were dissolved again the next day by heating the suspension to about 90° C. The solution was cooled slowly by progressively lowering the temperature of the water bath to ambient temperatures. Single crystals were offered.

Workup

  1. customwas prepared
  2. customyielding a clear solution
  3. filtrationThe solution was then filtered
  4. temperaturethe supernatant cooled to ambient temperatures naturally overnight
  5. customThe solids precipitated over the night
  6. dissolutionwere dissolved again the next day
  7. temperatureby heating the suspension to about 90° C
  8. temperatureThe solution was cooled slowly

Sources & evidence

ORD record
ord-40de56d1f057465c8f387fe732b93fda
Source dataset
uspto-grants-2010_06
Patent number
US07728031B2

Reaction notes

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