Isobutyryl chloride → HCID 10405822, compound

HRID 353898Notes

Reaction equation

HRID 353898 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])[CH:23]([CH3:25])[CH3:24]>>[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])[CH:23]([CH3:25])[CH3:24])[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 62325Isobutyryl chlorideHCID 22344443HCID 22344443, compound

Product 1

HCID 10405822HCID 10405822, compoundYield 27.5%

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 isobutyryl chloride (0.41 mL, 3.9 mmol) to provide 0.34 g of N-[4-(4-amino-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]-2-methylpropanamide as an off white solid, m.p. 155.4-156.3° C. Analysis: Calculated for C20H27N5O.0.75 H2O: % C, 65.46; % H, 7.83; % N, 19.08. Found: % C, 65.84; % H, 7.87; % N, 18.73.

Sources & evidence

ORD record
ord-3643462017d3440e8bd1417713b0d824
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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