N-(5-Iodo-4-methyl-2-thiazolyl)acetamide → HCID 86620380, compound

HRID 252700Notes

Reaction equation

HRID 252700 reaction equation
I[C:2]1[S:6][C:5]([NH:7][C:8](=[O:10])[CH3:9])=[N:4][C:3]=1[CH3:11].Br[C:13]1[CH:14]=[C:15]([S:19]([NH:22][CH2:23][CH2:24][OH:25])(=[O:21])=[O:20])[CH:16]=[N:17][CH:18]=1>>[OH:25][CH2:24][CH2:23][NH:22][S:19]([C:15]1[CH:14]=[C:13]([C:2]2[S:6][C:5]([NH:7][C:8](=[O:10])[CH3:9])=[N:4][C:3]=2[CH3:11])[CH:18]=[N:17][CH:16]=1)(=[O:21])=[O:20]

Participants

3

Reactant 2

HCID 57417074N-(5-Iodo-4-methyl-2-thiazolyl)acetamideHCID 617955235-Bromo-N-(2-hydroxyethyl)-3-pyridinesulfonamide

Product 1

HCID 86620380HCID 86620380, compoundYield 23%

Procedure

Using an analogous method to that described in Example 7, N-(5-iodo-4-methyl-1,3-thiazol-2-yl)acetamide was reacted with 5-bromo-N-(2-hydroxyethyl)pyridine-3-sulfonamide to give the title compound (Method A HPLC: retention time 4.0 minutes; 10 mg, 23%); 1H NMR Spectrum: (DMSOd6) 12.22 (1H, br s); 8.92 (1H, d); 8.86 (1H, d); 8.16 (1H, t); 7.96 (1H, br s); 4.73 (1H, t); 3.39 (2H, br q); 2.89 (2H, br t); 2.40 (3H, s); 2.17 (3H, s); Mass Spectrum: M+H+ 357.

Sources & evidence

ORD record
ord-83ad2c1c82fb4ccd81e3b61fc120a503
Source dataset
uspto-grants-2011_01
Patent number
US07868188B2

Reaction notes

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