Cyclohexanecarbonyl chloride → HCID 23512717, compound

HRID 746588Notes

Reaction equation

HRID 746588 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].[CH:22]1([C:28](Cl)=[O:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>>[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:28]([CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:29])[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 22344443HCID 22344443, compound

Product 1

HCID 23512717HCID 23512717, compoundYield 84.2%

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 cyclohexanecarbonyl chloride (0.52 mL, 3.9 mmol) to provide 1.16 g of N-[4-(4-amino-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]cyclohexanecarboxamide as a light brown solid, m.p. 201.7-202.5° C.

Sources & evidence

ORD record
ord-5ccaaa8af890450d97dfb71f0b64fb09
Source dataset
uspto-grants-2008_07
Patent number
US07393859B2

Reaction notes

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