Dimethylamine → HCID 57447094, compound

HRID 2366709Notes

Reaction equation

HRID 2366709 reaction equation
[CH3:1][NH:2][CH3:3].[CH2:4]([C:7]1[N:8]([CH2:20][CH2:21][C:22](OCC)=[O:23])[C:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]=[CH:11][C:10]=2[N:19]=1)[CH2:5][CH3:6]>C1COCC1>[CH3:1][N:2]([CH3:3])[C:22](=[O:23])[CH2:21][CH2:20][N:8]1[C:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:12]=[CH:11][C:10]=2[N:19]=[C:7]1[CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 57447034HCID 57447034, compound

Product 1

HCID 57447094HCID 57447094, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
110 °C

Procedure

Dimethylamine (15 mL of a 40% aqueous solution) was added to a solution of ethyl 3-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanoate (4.02 g, 12.9 mmol, prepared in Part B of Example 18) in THF (7 mL), and the reaction mixture was heated at 110° C. overnight in a pressure vessel. The reaction was allowed to cool to ambient temperature and concentrated under reduced pressure to provide 4.1 g of N,N-dimethyl-3-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanamide as a dark brown solid.

Workup

  1. temperatureto cool to ambient temperature
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d41ef86a6b074666b73a4f508420b604
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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