Morpholine → HCID 57447037, compound

HRID 2366632Notes

Reaction equation

HRID 2366632 reaction equation
[CH2:1]([C:4]1[N:5]([CH2:17][CH2:18][C:19](OCC)=[O:20])[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1)[CH2:2][CH3:3].[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[N:24]1([C:19](=[O:20])[CH2:18][CH2:17][N:5]2[C:6]3[C:15]4[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=4[N:9]=[CH:8][C:7]=3[N:16]=[C:4]2[CH2:1][CH2:2][CH3:3])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 57447034HCID 57447034, compound

Product 1

HCID 57447037HCID 57447037, compoundYield 98.4%

Procedure

A solution of ethyl 3-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanoate (4.0 g, 15 mmol) in morpholine (20 mL, 0.2 mol) was heated at reflux for two days, allowed to cool to ambient temperature, and concentrated under reduced pressure to provide 5.2 g of 1-(3-morpholin-4-yl-3-oxopropyl)-2-propyl-1H-imidazo[4,5-c]quinoline.

Workup

  1. temperatureat reflux for two days
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2c0f4cd384824f02b8e2d6aa01e40e19
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

Loading…