2-(((4-((2-methoxy-1,3-dioxan-5-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzimidazole → 2-(((4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3-ethylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

HRID 1645663Notes

Reaction equation

HRID 1645663 reaction equation
COC1OCC(COC2C=CN=C(C[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=2C)CO1.[Na:30].COC1OCC(COC2C=CN=C(CS(C3NC4C=CC=CC=4N=3)=O)C=2C)CO1.[CH3:60][C:61]1([CH3:79])[O:66][CH2:65][CH:64]([CH2:67][O:68][C:69]2[CH:74]=[CH:73][N:72]=[C:71]([CH2:75]O)[C:70]=2[CH2:77][CH3:78])[CH2:63][O:62]1>>[Na:30].[CH3:60][C:61]1([CH3:79])[O:66][CH2:65][CH:64]([CH2:67][O:68][C:69]2[CH:74]=[CH:73][N:72]=[C:71]([CH2:75][S:18]([C:20]3[NH:21][C:22]4[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=4[N:24]=3)=[O:19])[C:70]=2[CH2:77][CH3:78])[CH2:63][O:62]1

Participants

4

Reactant 3

HCID 120031202-(((4-((2-methoxy-1,3-dioxan-5-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzimidazoleHCID 59792593(4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3-ethylpyridin-2-yl)methanolHCID 667760022-(((4-((2-Methoxy-1,3-dioxan-5-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 667757232-(((4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3-ethylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltYield 25%

Procedure

The same procedure as in the steps (6d), (6e), and (6f) of Example 6 was repeated using the (4-((2,2-dimethyl-1,3-dioxan-5-yl)methoxy)-3-ethylpyridin-2-yl)methanol obtained in the step (92d) above to obtain the title compound (159 mg, overall yield: 25%) as a light yellow solid.

Workup

  1. customobtained in the step (92d) above

Sources & evidence

ORD record
ord-b1acebd18e32480b8da5cc5b3dafd1d4
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

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