4-Chloro-2,3-dimethyl-1-oxidopyridin-1-ium → 2-(((4-((5,5-Difluoro-1,3-dioxan-2-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

HRID 31672Notes

Reaction equation

HRID 31672 reaction equation
[Na:1].CC1(C)COC(CO[C:11]2[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][S:18]([C:20]3[NH:24][C:23]4[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=4[N:21]=3)=[O:19])[C:12]=2[CH3:29])OC1.ClC1C=C[N+]([O-])=C(C)C=1C.[F:41][C:42]1([F:50])[CH2:47][O:46][CH:45]([CH2:48][OH:49])[O:44][CH2:43]1>>[Na:1].[F:41][C:42]1([F:50])[CH2:47][O:46][CH:45]([CH2:48][O:49][C:11]2[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][S:18]([C:20]3[NH:24][C:23]4[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=4[N:21]=3)=[O:19])[C:12]=2[CH3:29])[O:44][CH2:43]1

Participants

4

Reactant 3

HCID 98774464-Chloro-2,3-dimethyl-1-oxidopyridin-1-iumHCID 59792439(5,5-Difluoro-1,3-dioxan-2-yl)methanolHCID 667765882-(((4-((5,5-Dimethyl-1,3-dioxan-2-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 667760872-(((4-((5,5-Difluoro-1,3-dioxan-2-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltYield 22.7%

Procedure

The same procedure as in the steps (1c) to (1g) of Example 1 was repeated using 4-chloro-2,3-dimethylpyridine 1-oxide and (5,5-difluoro-1,3-dioxan-2-yl)methanol to obtain the title compound (375 mg, 5 steps: 22.7%) as a white powder.

Sources & evidence

ORD record
ord-d28414f2c4024cd3999e55bb3ba62a74
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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