Cyclopentanecarbonyl chloride → HCID 58833684, compound

HRID 540835Notes

Reaction equation

[CH3:1][C:2]1[N:3]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:4]2[C:13]3[CH:12]=[CH:11][C:10]([O:14][CH2:15][CH2:16][CH:17]4[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]4)=[CH:9][C:8]=3[N:7]=[C:6]([NH2:23])[C:5]=2[N:24]=1.[CH:29]1([C:34](Cl)=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30]1>>[CH:29]1([C:34]([N:20]2[CH2:19][CH2:18][CH:17]([CH2:16][CH2:15][O:14][C:10]3[CH:11]=[CH:12][C:13]4[C:4]5[N:3]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:2]([CH3:1])=[N:24][C:5]=5[C:6]([NH2:23])=[N:7][C:8]=4[CH:9]=3)[CH2:22][CH2:21]2)=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 58833624HCID 58833624, compound

Product 1

HCID 58833684HCID 58833684, compound

Procedure

The general method described in Example 15 was used to treat 2-methyl-1-(2-methylpropyl)-7-(2-piperidin-4-ylethoxy)-1H-imidazo[4,5-c]quinolin-4-amine with cyclopentanecarbonyl chloride to provide 0.158 g of 7-{2-[1-(cyclopentylcarbonyl)piperidin-4-yl]ethoxy}-2-methyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine, which was isolated as an off-white solid, mp 235.7-238.1° C.

Sources & evidence

ORD record: ord-6f354466c1834b8184ea4a9ba5b8b001
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871782B2

Reaction notes

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