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Hydrochloric Acid → 2-{4'-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]-1,1'-biphenyl-4-yl}pyridazin-3(2H)-one HCl

HRID 12984
Notes
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Reaction equation

HRID 12984 reaction equation
[CH3:1][N:2]1[CH2:9][C@@H:8]2[C@@H:4]([N:5]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[CH:21]=[CH:20][C:19]([N:22]5[C:27](=[O:28])[CH:26]=[CH:25][CH:24]=[N:23]5)=[CH:18][CH:17]=4)=[CH:12][CH:11]=3)[CH2:6][CH2:7]2)[CH2:3]1.[ClH:29]>ClCCl>[ClH:29].[CH3:1][N:2]1[CH2:9][C@@H:8]2[C@@H:4]([N:5]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[CH:21]=[CH:20][C:19]([N:22]5[C:27](=[O:28])[CH:26]=[CH:25][CH:24]=[N:23]5)=[CH:18][CH:17]=4)=[CH:12][CH:11]=3)[CH2:6][CH2:7]2)[CH2:3]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24743471Abt-288

Product 1

HCID 247439162-{4'-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]-1,1'-biphenyl-4-yl}pyridazin-3(2H)-one HCl

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
50 °C

Procedure

2-{4′-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]-1,1′-biphenyl-4-yl}pyridazin-3(2H)-one (372 mg) was suspended in dichloromethane (1.5 mL). The suspension was heated to about 50° C. A 1 M HCl (1.1 mL) solution was added to the suspension in dichloromethane dropwise. Throughout the process the suspension is stirred using a magnetic stirrer and temperature maintained at about 50° C. Most of the solid dissolved leaving a light suspension when about one third of the HCl solution was added. Upon further addition of the HCl solution, crystallization was observed. The resulting suspension was agitated at ambient temperatures overnight before the crystals were harvested.

Workup

  1. temperaturetemperature maintained at about 50° C
  2. dissolutionMost of the solid dissolved

Sources & evidence

ORD record
ord-8a15621959e84278bfaf15e6865856ef
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07728031B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes