Maleic Acid → HCID 86749494, compound

HRID 234837Notes

Reaction equation

HRID 234837 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:9][N:10]([CH3:34])[CH2:11][CH2:12][N:13]1[C:21]2[CH:20]=[CH:19][C:18]([NH:22][CH2:23][CH2:24][NH2:25])=[C:17]3[C:26](=[O:33])[C:27]4[CH:28]=[CH:29][N:30]=[CH:31][C:32]=4[C:15]([C:16]=23)=[N:14]1>C(O)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:9][N:10]([CH3:34])[CH2:11][CH2:12][N:13]1[C:21]2[CH:20]=[CH:19][C:18]([NH:22][CH2:23][CH2:24][NH2:25])=[C:17]3[C:26](=[O:33])[C:27]4[CH:28]=[CH:29][N:30]=[CH:31][C:32]=4[C:15]([C:16]=23)=[N:14]1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 10247311HCID 10247311, compound

Product 1

HCID 86749494HCID 86749494, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of maleic acid (0.030 g) in absolute ethanol (0.4 mL) is added drop-wise into a stirred solution of 2-[2-(dimethylamino) ethyl]-5-[[2-(amino) ethyl]amino]isoquino[8,7,6-cd]indazole-6(2H)-one of Example 22 (0.030 g) in absolute ethanol(1.5 ml) held at 50° C. After the addition is complete the reaction mixture is maintained at 50° C. for 3 minutes and then allowed to cool to room temperature. After one hour the red-amaranth crystalline material which separated is filtered, washed with ethanol and dried under vacuum at 40° C. to give 2-[2-(dimethylamino)ethyl]-5-[[2-(amino)ethyl]amino]isoquino[8,7,6-cd]indazole-6(2H)-one dimaleate (0.029 g).

Workup

  1. customheld at 50° C
  2. additionAfter the addition
  3. temperatureto cool to room temperature
  4. customAfter one hour the red-amaranth crystalline material which separated
  5. filtrationis filtered
  6. washwashed with ethanol
  7. customdried under vacuum at 40° C.

Sources & evidence

ORD record
ord-c227bd1efeba4aa18124a06ade29af0b
Source dataset
uspto-grants-1997_01
Patent number
US05596097

Reaction notes

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