Diethylene Glycol Monomethyl Ether → 2-[2-(2-Methoxy-ethoxy)-ethoxy]-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide

HRID 1167734Notes

Reaction equation

HRID 1167734 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][N:27]=1)[C:5]([NH:7][C:8]1[S:9][C:10]2[C:16]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:15][CH:14]=[C:13]([O:23][CH3:24])[C:11]=2[N:12]=1)=[O:6].[H-].[Na+].[CH3:30][O:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][OH:37]>O1CCOCC1>[CH3:30][O:31][CH2:32][CH2:33][O:34][CH2:35][CH2:36][O:37][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][N:27]=1)[C:5]([NH:7][C:8]1[S:9][C:10]2[C:16]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:15][CH:14]=[C:13]([O:23][CH3:24])[C:11]=2[N:12]=1)=[O:6]

Participants

5

Reactant 3

HCID 8134Diethylene Glycol Monomethyl EtherHCID 24758Sodium hydrideHCID 113156942-Chloro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide

Product 1

HCID 229933892-[2-(2-Methoxy-ethoxy)-ethoxy]-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

From 2-chloro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide with sodium hydride and diethylene glycol monomethyl ether in dioxane. ES-MS m/e (%): 511 (M+Na+, 13), 489 (M+H+, 100).

Sources & evidence

ORD record
ord-24a1f82637a84422b7121bff74886d76
Source dataset
uspto-grants-2003_09
Patent number
US06620811B2

Reaction notes

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