Cyclohexanecarbonyl chloride → HCID 23512720, compound

HRID 353897Notes

Reaction equation

HRID 353897 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[CH3:20].[CH:21]1([C:27](Cl)=[O:28])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH3:20])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:27]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:28])[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 75938Cyclohexanecarbonyl chlorideHCID 22344425HCID 22344425, compound

Product 1

HCID 23512720HCID 23512720, compoundYield 76.2%

Procedure

Using the general method of Example 197, 1-(4-aminobutyl)-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (1.00 g, 3.7 mmol) was reacted with cyclohexanecarbonyl chloride (0.55 mL, 4.1 mmol) to provide 1.07 g of N-[4-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]cyclohexanecarboxamide as an off white solid, m.p. 191.6-192.6° C. Analysis: Calculated for C22H29N5O.0.25 H2O: % C, 68.81; % H, 7.74; % N, 18.24. Found: % C, 68.85; % H, 7.75; % N, 17.95.

Sources & evidence

ORD record
ord-1fe630b9ad6d4d1185dec2f0238879ec
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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