Triethylamine → HCID 69506695, compound

HRID 2366640Notes

Reaction equation

HRID 2366640 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:20][O:21][CH2:22][CH2:23][C:24](Cl)=O.C(N(CC)CC)C>>[CH3:20][O:21][CH2:22][CH2:23][C:24]1[N:12]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27597283-Methoxypropanoyl chlorideHCID 68874499HCID 68874499, compound

Product 1

HCID 69506695HCID 69506695, compound

Procedure

The method described in Part A of Example 12 was used to treat ethyl N-(3-aminoquinolin-4-yl)-β-alaninate (9.82 g, 37.9 mmol, prepared in Part A of Example 18) with methoxypropionyl chloride (5.54 g, 45.4 mmol). The reaction with triethylamine (21.1 mL, 151 mmol) was heated at reflux for six hours and then subjected to the work-up procedure to provide 10.3 g of ethyl 3-[2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]propanoate.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for six hours

Sources & evidence

ORD record
ord-02a6c3f36cf4497a96f86c39d7db2397
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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