2-Methoxyethanol → HCID 10204677, compound

HRID 2250742Notes

Reaction equation

HRID 2250742 reaction equation
Cl[CH2:2][C:3]1[CH:28]=[CH:27][C:6]([C:7]([NH:9][C:10]2[S:11][C:12]3[C:18]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[CH:17][CH:16]=[C:15]([O:25][CH3:26])[C:13]=3[N:14]=2)=[O:8])=[CH:5][CH:4]=1.[H-].[Na+].[CH3:31][O:32][CH2:33][CH2:34][OH:35]>>[CH3:31][O:32][CH2:33][CH2:34][O:35][CH2:2][C:3]1[CH:28]=[CH:27][C:6]([C:7]([NH:9][C:10]2[S:11][C:12]3[C:18]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[CH:17][CH:16]=[C:15]([O:25][CH3:26])[C:13]=3[N:14]=2)=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 80192-MethoxyethanolHCID 24758Sodium hydrideHCID 22283106HCID 22283106, compound

Product 1

HCID 10204677HCID 10204677, compoundYield 70%

Procedure

4-Chloromethyl-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamide (200 mg, 0.48 mmol) and sodium hydride (42 mg 55% dispersion in mineral oil, 0.96 mmol) were dissolved in 2-methoxy-ethanol (3.8 ml, 48 mmol) and stirred at ambient temperature for 18 h. Workup and purification as described in the general procedure C afforded the title compound as white solid (70%), MS: m/e=458 (M+H+).

Workup

  1. customWorkup and purification

Sources & evidence

ORD record
ord-cd44ae8e56e048ed8d52a3fa6e063617
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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