Cyclopentanecarbonyl chloride → HCID 23512650, compound

HRID 353900Notes

Reaction equation

HRID 353900 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:26](Cl)=[O:27])[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:26]([CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:27])[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 78284Cyclopentanecarbonyl chlorideHCID 22344425HCID 22344425, compound

Product 1

HCID 23512650HCID 23512650, compoundYield 52.5%

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 cyclopentanecarbonyl chloride (0.50 mL, 4.1 mmol) to provide 0.71 g of N-[4-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]cyclopentanecarboxamide as a white solid, m.p. 168.6-169.8° C.

Sources & evidence

ORD record
ord-f7bf879ad0f04bddb7c0a07e62d55718
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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