1,4-Dioxaspiro[4.4]nonan-6-ylmethanol → 2-(((4-(1,4-Dioxaspiro[4.4]non-6-ylmethoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

HRID 31704Notes

Reaction equation

HRID 31704 reaction equation
[Na:1].CC1(C)O[C@H]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][S:17]([C:19]3[NH:23][C:22]4[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=4[N:20]=3)=[O:18])[C:11]=2[CH3:28])CO1.[O:30]1[C:34]2([CH2:38][CH2:37][CH2:36][CH:35]2CO)[O:33][CH2:32][CH2:31]1>>[Na:1].[O:30]1[C:34]2([CH2:38][CH2:37][CH2:36][CH:35]2[CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][S:17]([C:19]3[NH:20][C:21]4[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=4[N:23]=3)=[O:18])[C:11]=2[CH3:28])[O:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 104871461,4-Dioxaspiro[4.4]nonan-6-ylmethanolHCID 667765522-(((4-(((4r)-2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 667756242-(((4-(1,4-Dioxaspiro[4.4]non-6-ylmethoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Procedure

The same procedure as in the steps (14a) to (14e) of Example 14 was repeated using the 1,4-dioxaspiro[4.4]non-6-ylmethanol obtained in the step (80b) above to obtain the title compound (383 mg, the total yield of 5 steps: 14.6%) as a light yellow solid. Note that in the same process as in the step (14c), methanol was used as a solvent instead of ethanol.

Workup

  1. customobtained in the step (80b) above

Sources & evidence

ORD record
ord-48d81c00f62348b0b364bea9d5a55ce3
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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