Methanesulfonyl chloride → HCID 10092697, compound

HRID 1268805Notes

Reaction equation

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

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 22344442HCID 22344442, compound

Product 1

HCID 10092697HCID 10092697, compound

Procedure

Using the general method of Example 242, 1-(3-amino-2,2-dimethylpropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine (0.22 g, 0.672 mmol) was reacted with methanesulfonyl chloride (125 μL) to provide 270 mg of N-{3-[4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2,2-dimethylpropyl}methanesulfonamide as a cream colored powder, m.p. 204.0–206.0° C. Analysis: Calculated for C19H27N5O3S.0.50H2O: % C, 55.05; % H, 6.81; % N, 16.89; % S, 7.74. Found: % C, 55.10; % H, 6.58; % N, 17.23; % S, 7.51. % H2O calculated: 2.17; found: 2.28 (Karl Fisher).

Sources & evidence

ORD record: ord-8b6381db37ca418d855f8007a12caabb
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199131B2

Reaction notes

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