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

HRID 1169162Notes

Reaction equation

HRID 1169162 reaction equation
[C:1]1([CH:7]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]3[CH:20]=[CH:21][C:22]4[N:23]([CH:25]=[C:26]([C:28]([CH3:35])([CH3:34])[C:29]([O:31][CH2:32][CH3:33])=[O:30])[N:27]=4)[N:24]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:42]([OH:49])(=[O:48])[CH2:43][CH2:44][C:45]([OH:47])=[O:46]>C(O)C>[C:42]([OH:49])(=[O:48])[CH2:43][CH2:44][C:45]([OH:47])=[O:46].[C:42]([OH:49])(=[O:48])[CH2:43][CH2:44][C:45]([OH:47])=[O:46].[C:36]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]3[CH:20]=[CH:21][C:22]4[N:23]([CH:25]=[C:26]([C:28]([CH3:35])([CH3:34])[C:29]([O:31][CH2:32][CH3:33])=[O:30])[N:27]=4)[N:24]=3)[CH2:13][CH2:14]2)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 9872422Ethyl 2-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate

Product 1

HCID 69958653Ethyl 2-[6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate disuccinateYield 96.6%

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 Reference Example 2C is dissolved, and 0.118 g of succinic acid is 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 the addition of 2 mL of ethyl acetate, crystals formed were collected by filtration, washed with ethyl acetate and dried to yield 0.382 g of the title compound.

Workup

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

Sources & evidence

ORD record
ord-50368e50655e4578b6a9e4be02ccf52e
Source dataset
uspto-grants-2003_09
Patent number
US06627630B1

Reaction notes

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