Methanesulfonyl chloride → HCID 9978516, compound

HRID 1839073Notes

Reaction equation

HRID 1839073 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][CH2:21][CH2:22][CH2:23][CH3:24].[CH3:25][S:26](Cl)(=[O:28])=[O:27]>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][S:26]([CH3:25])(=[O:28])=[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 31297Methanesulfonyl chlorideHCID 22344440HCID 22344440, compound

Product 1

HCID 9978516HCID 9978516, compoundYield 34.3%

Procedure

Using the general method of Example 245, 1-(4-aminobutyl)-2-pentyl-1H-imidazo[4,5-c]quinolin-4-amine (1.50 g, 4.6 mmol) was reacted with methanesulfonyl chloride (0.57 mL, 7.4 mmol) to provide 636 mg of N-[4-(4-amino-2-pentyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]methanesulfonamide as an off white solid, m.p. 136.8-138.1° C. Analysis: Calculated for C20H29N5O2S: %C, 59.53; %H, 7.24; %N, 17.35; Found: %C, 59.50; %H, 7.31; %N, 16.80.

Sources & evidence

ORD record
ord-1ed49686f94f49edba9ae9aae18b1c4f
Source dataset
uspto-grants-2004_01
Patent number
US06677349B1

Reaction notes

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