Dimethylamine → HCID 14822495, compound

HRID 2073783Notes

Reaction equation

HRID 2073783 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]3[C:15]([NH2:16])=[N:14][NH:13][C:9]3=[N:10]2)=[CH:5][CH:4]=1.[CH3:17][NH:18][CH3:19].[CH2:20]=O>C(O)C>[CH3:17][N:18]([CH2:20][N:13]1[C:9]2=[N:10][C:11]3[C:6]([CH:7]=[C:8]2[C:15]([NH2:16])=[N:14]1)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)[CH3:19]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 712FormaldehydeHCID 178487377HCID 178487377, compound

Product 1

HCID 14822495HCID 14822495, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 15 g 7-methoxy-1H-pyrazolo[3,4-b]quinolin-3-amine (Example 3d) in 190 ml ethanol was added 16 ml 47% aqueous dimethylamine and 6.5 ml 37% aqueous formaldehyde. The reaction mixture was stirred at room temperature overnight, then concentrated by evaporation, and the residue was recrystallized from ethanol to give 10.8 g 1-[(dimethylamino)methyl]-7-methoxy-1H-pyrazolo[3,4-b]quinolin-3-amine, bright-yellow solid, m.p. 156°-158° C.

Workup

  1. concentrationconcentrated by evaporation
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-0c4696ce1a3444c9a823545318335e9a
Source dataset
uspto-grants-1990_04
Patent number
US04920128

Reaction notes

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