Succinic Acid → Ethyl 2-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate disuccinate

HRID 1169147Notes

Reaction equation

HRID 1169147 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[C:9]([OH:16])(=[O:15])/[CH:10]=[CH:11]/[C:12]([OH:14])=[O:13].[C:17]1([CH:23]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[O:24][CH:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][NH:34][C:35]3[CH:36]=[CH:37][C:38]4[N:39]([CH:41]=[C:42]([C:44]([CH3:51])([CH3:50])[C:45]([O:47][CH2:48][CH3:49])=[O:46])[N:43]=4)[N:40]=3)[CH2:27][CH2:26]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(O)(=O)CCC(O)=O>C(O)C>[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[C:9]([OH:16])(=[O:15])[CH2:10][CH2:11][C:12]([OH:14])=[O:13].[C:52]1([CH:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:24][CH:25]2[CH2:26][CH2:27][N:28]([CH2:31][CH2:32][CH2:33][NH:34][C:35]3[CH:36]=[CH:37][C:38]4[N:39]([CH:41]=[C:42]([C:44]([CH3:51])([CH3:50])[C:45]([O:47][CH2:48][CH3:49])=[O:46])[N:43]=4)[N:40]=3)[CH2:29][CH2:30]2)[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 69842492Ethyl 2-[6-[3-[4-(diphenylmethoxy)piperidino] propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate difumarate

Product 1

HCID 69958653Ethyl 2-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate disuccinateYield 136.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 1 mL of ethanol, 0.278 g of the ethyl 2-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate synthesized in Example 40A was dissolved, and 0.118 g of succinic acid was added thereto and dissolved, followed by concentration under reduced pressure. To the residue was added 0.5 mL of tetrahydrofuran and the residue was dissolved. After addition of 2 mL of ethyl acetate, the crystals formed were collected by filtration, washed with ethyl acetate and dried to yield 0.382 g of the title compound.

Workup

  1. dissolutiondissolved
  2. concentrationfollowed by concentration under reduced pressure
  3. additionTo the residue was added 0.5 mL of tetrahydrofuran
  4. dissolutionthe residue was dissolved
  5. additionAfter addition of 2 mL of ethyl acetate
  6. customthe crystals formed
  7. filtrationwere collected by filtration
  8. washwashed with ethyl acetate
  9. customdried

Sources & evidence

ORD record
ord-9c6f80d82cd442de9b99e925189933be
Source dataset
uspto-grants-2003_09
Patent number
US06627630B1

Reaction notes

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