Propylamine → HCID 57447026, compound

HRID 2366610Notes

Reaction equation

HRID 2366610 reaction equation
[N:1]1([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21]CC)=O)[C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[N:6]=[CH:5][C:4]=2[N:3]=[CH:2]1.[CH2:24]([NH2:27])[CH2:25][CH3:26]>C1COCC1>[N:1]1([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([NH:27][CH2:24][CH2:25][CH3:26])=[O:21])[C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[N:6]=[CH:5][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 7852Propylamine2×HCID 57447025HCID 57447025, compound

Product 1

HCID 57447026HCID 57447026, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 6-(1H-imidazo[4,5-c]quinolin-1-yl)hexanoate (7.0 g, 22.5 mmol) and n-propylamine (11.1 mL, 135 mmol) in THF (10 mL) was heated at 100° C. for ten days in a sealed high-pressure vessel. Additional n-propylamine (20 mL) was added after three days and again after seven days. After ten days, the reaction was concentrated under reduced pressure to provide 7.0 g of 6-(1H-imidazo[4,5-c]quinolin-1-yl)-N-propylhexanamide.

Workup

  1. waitAfter ten days
  2. concentrationthe reaction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9b0744fcbbf340b8ae184966456a39dc
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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