Cyclopentanecarbonyl chloride → HCID 23512723, compound

HRID 353905Notes

Reaction equation

HRID 353905 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:18])[C:8]=2[N:7]=[C:6]1[CH3:19].[CH:20]1([C:25](Cl)=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21]1>>[NH2:18][C:9]1[C:8]2[N:7]=[C:6]([CH3:19])[N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:25]([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[O:26])[C:17]=2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1

Participants

3

Reactant 2

HCID 78284Cyclopentanecarbonyl chlorideHCID 22344446HCID 22344446, compound

Product 1

HCID 23512723HCID 23512723, compoundYield 60.7%

Procedure

Using the general method of Example 205, 1-(3-aminopropyl)-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (2.00 g, 7.83 mmol) was reacted with cyclopentanecarbonyl chloride (1.04 g, 7.83 mmol) to provide 1.67 g of N-[3-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]cyclopentanecarboxamide as a solid, m.p. 207.8-208.9° C. Analysis: Calculated for C20H25N5O: % C, 68.35; % H, 7.17; % N, 19.93. Found: % C, 68.09; % H, 7.19; % N, 20.09.

Sources & evidence

ORD record
ord-8e18afc74d3d4337bb33175c198c95e7
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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