Butyryl chloride → HCID 23512675, compound

HRID 353899Notes

Reaction equation

HRID 353899 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[C:10]([NH2:19])[C:9]=2[N:8]=[C:7]1[CH2:20][CH3:21].[C:22](Cl)(=[O:26])[CH2:23][CH2:24][CH3:25]>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH2:20][CH3:21])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:22](=[O:26])[CH2:23][CH2:24][CH3:25])[C:18]=2[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:11]=1

Participants

3

Reactant 2

HCID 8855Butyryl chlorideHCID 22344443HCID 22344443, compound

Product 1

HCID 23512675HCID 23512675, compoundYield 62.2%

Procedure

Using the general method of Example 197, 1-(4-aminobutyl)-2-ethyl-1H-imidazo[4,5-c]quinolin-4-amine (1.00 g, 3.5 mmol) was reacted with butyryl chloride (0.40 mL, 3.9 mmol) to provide 0.77 g of N-[4-(4-amino-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]butanamide as a light brown solid, m.p. 147.7-148.8° C. Analysis: Calculated for C20H27N5O.0.4 H2O: % C, 66.60; % H, 7.77; % N, 19.42. Found: % C, 66.84; % H, 7.77; % N, 19.36.

Sources & evidence

ORD record
ord-26093132a9d74cefbe7df7fc963db9e3
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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