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Hydrochloric Acid → 6-(5-Benzylhexahydropyrrolo[3,4-c]pyrrol-2-yl)-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazine

HRID 80723
Notes
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Reaction equation

HRID 80723 reaction equation
Cl[C:2]1[C:3]([CH3:19])=[C:4]([CH3:18])[C:5]2[N:6]([CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[N:10]=2)[N:7]=1.[CH2:20]([N:27]1[CH2:34][CH:33]2[CH:29]([CH2:30][NH:31][CH2:32]2)[CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.Cl>C(O)CCCC>[CH2:20]([N:27]1[CH2:34][CH:33]2[CH2:32][N:31]([C:2]3[C:3]([CH3:19])=[C:4]([CH3:18])[C:5]4[N:6]([CH:8]=[C:9]([C:11]5[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=5)[N:10]=4)[N:7]=3)[CH2:30][CH:29]2[CH2:28]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 44543872-Benzyloctahydropyrrolo[3,4-c]pyrroleHCID 593677146-Chloro-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazine

Product 1

HCID 594069716-(5-Benzylhexahydropyrrolo[3,4-c]pyrrol-2-yl)-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazine

Reagents, catalysts & solvents 1

HCID 6276
1-Pentanol
Solvent

Conditions

Temperature
150 °C

Procedure

A mixture of 3.00 g (10.9 mmol) of 6-chloro-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazine and 6.6 g (33 mmol) of 2-benzyloctahydropyrrolo[3,4-c]pyrrole in 20 mL of pentanol is heated at 150° C. for 2 days in a reactor. The medium is then poured into aqueous 1N hydrochloric acid solution. The aqueous phase is washed with ethyl acetate and then basified with sodium hydroxide.

Workup

  1. washThe aqueous phase is washed with ethyl acetate

Sources & evidence

ORD record
ord-ae878798158d46dfae2ba814ab27e8f7
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08846676B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes