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

HRID 31658Notes

Reaction equation

HRID 31658 reaction equation
[Na:1].[CH3:2][C:3]1[C:4]([CH2:20][S:21]([C:23]2[NH:27][C:26]3[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=3[N:24]=2)=[O:22])=[N:5][CH:6]=[CH:7][C:8]=1[O:9]CCC1(CCC)OCCO1.ClC1C=C[N+]([O-])=C(C)C=1C.[CH2:42]([C:44]1([CH2:49]O)[O:48][CH2:47][CH2:46][O:45]1)[CH3:43]>>[Na:1].[CH2:42]([C:44]1([CH2:49][O:9][C:8]2[CH:7]=[CH:6][N:5]=[C:4]([CH2:20][S:21]([C:23]3[NH:27][C:26]4[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=4[N:24]=3)=[O:22])[C:3]=2[CH3:2])[O:48][CH2:47][CH2:46][O:45]1)[CH3:43]

Participants

4

Reactant 3

HCID 98774464-Chloro-2,3-dimethyl-1-oxidopyridin-1-iumHCID 59792561HCID 59792561, compoundHCID 667758182-(((3-Methyl-4-(2-(2-propyl-1,3-dioxolan-2-yl)ethoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 667762042-(((4-((2-Ethyl-1,3-dioxolan-2-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltYield 9.6%

Procedure

The same procedure as in the steps (3c) to (3h) of Example 3 was repeated using 4-chloro-2,3-dimethylpyridine 1-oxide and (2-ethyl-1,3-dioxolan-2-yl)methanol to obtain the title compound (355 mg, 6 steps: 9.6%) as a white solid.

Sources & evidence

ORD record
ord-15b8d34d73354b51bfae36940c08982f
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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