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 1947421Notes

Reaction equation

HRID 1947421 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
40 °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 3.0 mL of dichloromethane with 1.5 mL of 20% water (in methanol). The suspension was vortexed and heated in a shaking water bath to about 40° C. and maintained for 1.5 hrs. It was further heated to about 70° C. The suspension was then filtered. The water bath was turned off, and the supernatant cooled to ambient temperatures naturally in the water bath. Single crystals were offered.

Workup

  1. customwas prepared
  2. temperaturemaintained for 1.5 hrs
  3. temperatureIt was further heated to about 70° C
  4. filtrationThe suspension was then filtered
  5. temperaturethe supernatant cooled to ambient temperatures naturally in the water bath

Sources & evidence

ORD record
ord-9b39a25c4d004f09aa0ed8cc7524f86d
Source dataset
uspto-grants-2013_03
Patent number
US08399468B2

Reaction notes

Loading…