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

HRID 31669Notes

Reaction equation

HRID 31669 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][CH2:10]CC1(CCC)OCCO1.ClC1C=C[N+]([O-])=C(C)C=1C.[F:42][CH2:43][C:44]1(CO)[O:48][CH2:47][CH2:46][O:45]1>>[Na:1].[F:42][CH2:43][C:44]1([CH2:10][O:9][C:8]2[CH:7]=[CH:6][N:5]=[C:4]([CH2:20][S:21]([C:23]3[NH:24][C:25]4[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=4[N:27]=3)=[O:22])[C:3]=2[CH3:2])[O:48][CH2:47][CH2:46][O:45]1

Participants

4

Reactant 3

HCID 98774464-Chloro-2,3-dimethyl-1-oxidopyridin-1-iumHCID 59792379(2-(Fluoromethyl)-1,3-dioxolan-2-yl)methanolHCID 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 667764862-(((4-((2-(Fluoromethyl)-1,3-dioxolan-2-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltYield 8.2%

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-(fluoromethyl)-1,3-dioxolan-2-yl)methanol to obtain the title compound (140 mg, 6 steps 8.2%) as a light yellow solid.

Sources & evidence

ORD record
ord-15d9ce61d1af4e5abd7b6877e136f800
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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