Morpholine → HCID 69506732, compound

HRID 2366641Notes

Reaction equation

HRID 2366641 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[N:6]([CH2:18][CH2:19][C:20](OCC)=[O:21])[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:17]=1.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>CC1CCCO1>[CH3:1][O:2][CH2:3][CH2:4][C:5]1[N:6]([CH2:18][CH2:19][C:20]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[O:21])[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:17]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 69506695HCID 69506695, compound

Product 1

HCID 69506732HCID 69506732, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 73012-MethyltetrahydrofuranSolvent

Procedure

A solution of ethyl 3-[2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]propanoate (4.0 g, 15 mmol), morpholine (13.49 mL, 154.3 mmol), and 2-methyltetrahydrofuran (10 mL) was heated for three days in a high-pressure vessel at 120° C., allowed to cool to ambient temperature, and concentrated under reduced pressure to provide 5.6 g of 2-(2-methoxyethyl)-1-(3-morpholin-4-yl-3-oxopropyl)-1H-imidazo[4,5-c]quinoline.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-73f2ed433fe84386a1cd8515f6dd4460
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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