Methanesulfonyl chloride → HCID 10089054, compound

HRID 583879Notes

Reaction equation

HRID 583879 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].[CH3:21][S:22](Cl)(=[O:24])=[O:23]>>[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][S:22]([CH3:21])(=[O:24])=[O:23])[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 22344425HCID 22344425, compound

Product 1

HCID 10089054HCID 10089054, compoundYield 12.4%

Procedure

Using the general method of Example 232, 1-(4-aminobutyl)-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (1.00 g, 3.7 mmol) was reacted with methanesulfonyl chloride (0.46 mL, 5.9 mmol) to provide 0.16 g of N-[4-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]methanesulfonamide as an off white solid, m.p. 229.4-230.5° C. Analysis: Calculated for C16H21N5O2S.0.25 H2O: % C, 54.60; % H, 6.16; % N, 19.90; Found: % C, 54.80; % H, 6.24; % N, 19.58.

Sources & evidence

ORD record
ord-b5ea7cdf581a4dc9bd28a93b1ce01ef5
Source dataset
uspto-grants-2005_08
Patent number
US06924293B2

Reaction notes

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