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6,7-Dihydro-[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde → 1-(2-{4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}ethyl)-5,7-difluoro-2(1H)-quinolinone Diformate

HRID 656940
Notes
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Reaction equation

HRID 656940 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:19]3[C:14](=[C:15]([F:21])[CH:16]=[C:17]([F:20])[CH:18]=3)[CH:13]=[CH:12][C:11]2=[O:22])[CH2:4][CH2:3]1.[N:23]1[C:28]2[O:29][CH2:30][CH2:31][O:32][C:27]=2[CH:26]=[C:25]([CH:33]=[O:34])[N:24]=1>>[CH:11]([OH:22])=[O:29].[CH:33]([OH:34])=[O:22].[N:23]1[C:28]2[O:29][CH2:30][CH2:31][O:32][C:27]=2[CH:26]=[C:25]([CH2:33][NH:1][CH:2]2[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][N:10]3[C:19]4[C:14](=[C:15]([F:21])[CH:16]=[C:17]([F:20])[CH:18]=4)[CH:13]=[CH:12][C:11]3=[O:22])[CH2:6][CH2:7]2)[N:24]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 248916966,7-Dihydro-[1,4]dioxino[2,3-c]pyridazine-3-carbaldehydeHCID 667740021-[2-(4-Amino-1-piperidinyl)ethyl]-5,7-difluoro-2(1H)-quinolinone

Product 1

HCID 866353251-(2-{4-[(6,7-dihydro[1,4]dioxino[2,3-c]pyridazin-3-ylmethyl)amino]-1-piperidinyl}ethyl)-5,7-difluoro-2(1H)-quinolinone Diformate

Procedure

The title compound was prepared by the general method of Example 32(g) using 1-[2-(4-amino-1-piperidinyl)ethyl]-5,7-difluoro-2(1H)-quinolinone and 6,7-dihydro[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde to give the desired product directly as the diformate salt (34 mg; 15%).

Workup

  • customThe title compound was prepared by the general method of Example 32(g)
  • Sources & evidence

    ORD record
    ord-bc1cea900d8c49bda267665fa72d0ce7
    Source dataset
    uspto-grants-2011_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08071592B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes