Propylamine → HCID 57447033, compound

HRID 2366623Notes

Reaction equation

HRID 2366623 reaction equation
[CH2:1]([O:3][CH2:4][C:5]1[N:6]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=O)[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)[CH3:2].[CH2:28]([NH2:31])[CH2:29][CH3:30]>C1COCC1>[CH2:1]([O:3][CH2:4][C:5]1[N:6]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([NH:31][CH2:28][CH2:29][CH3:30])=[O:25])[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)[CH3:2]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 57447030HCID 57447030, compound

Product 1

HCID 57447033HCID 57447033, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 6-(2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)hexanoate (3.73 g, 10.1 mmol, prepared in Parts A and B of Example 13), n-propylamine (5 mL), and THF (5 mL) was heated at 80° C. for three days in a high-pressure vessel, allowed to cool to ambient temperature, and concentrated under reduced pressure. The work-up procedure described in Part C of Example 13 was followed to provide 4.1 g of 6-[2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-N-propylhexanamide.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-37498ef8729543748aabbbab8251e5d2
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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