Methanesulfonyl chloride → HCID 10362916, compound

HRID 1839075Notes

Reaction equation

HRID 1839075 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:22]2[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:15]=[C:14]([NH2:23])[C:13]=2[N:12]=[CH:11]1.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>>[NH2:23][C:14]1[C:13]2[N:12]=[CH:11][N:10]([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][S:25]([CH3:24])(=[O:27])=[O:26])[C:22]=2[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N:15]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 223444381-(8-Aminooctyl)-1H-imidazo[4,5-c]quinolin-4-amine

Product 1

HCID 10362916HCID 10362916, compound

Procedure

Using the general method of Example 242, 1-(8-aminooctyl)-1H-imidazo[4,5-c]quinolin-4-amine (3.85 mmol) was reacted with methanesulfonyl chloride (310 μL, 3.85 nmmol) to provide 0.43 g of N-{8-[4-amino-1H-imidazo[4,5-c]quinolin-1-yl]octyl}methanesulfonamide as an off white powder, m.p. 153-155° C. Analysis: Calculated for C19H27N5O2S: %C, 58.59; %H, 6.99; %N, 17.98; %S, 8.23; Found: %C, 58.40; %H, 6.99; %N, 17.71; %S, 8.14.

Sources & evidence

ORD record
ord-40f1557469c64dad80c7e42a7668edde
Source dataset
uspto-grants-2004_01
Patent number
US06677349B1

Reaction notes

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