(4-(5,7-Dioxaspiro[2.5]oct-6-ylmethoxy)pyridin-2-yl)methanol → 2-(((4-(5,7-Dioxaspiro[2.5]oct-6-ylmethoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

HRID 31673Notes

Reaction equation

HRID 31673 reaction equation
[Na:1].C[C:3]1[C:4]([CH2:22][S:23]([C:25]2[NH:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[N:26]=2)=[O:24])=[N:5][CH:6]=[CH:7][C:8]=1[O:9]CC1COC2(CCOCC2)OC1.SC1NC2C=CC=CC=2N=1.[CH2:44]1[C:46]2([CH2:51][O:50][CH:49]([CH2:52]OC3C=CN=C(CO)C=3)[O:48][CH2:47]2)[CH2:45]1>>[Na:1].[CH2:45]1[C:46]2([CH2:51][O:50][CH:49]([CH2:52][O:9][C:8]3[CH:7]=[CH:6][N:5]=[C:4]([CH2:22][S:23]([C:25]4[NH:26][C:27]5[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=5[N:29]=4)=[O:24])[CH:3]=3)[O:48][CH2:47]2)[CH2:44]1

Participants

4

Reactant 3

HCID 66776491(4-(5,7-Dioxaspiro[2.5]oct-6-ylmethoxy)pyridin-2-yl)methanolHCID 667765602-(((3-Methyl-4-(1,5,9-trioxaspiro[5.5]undec-3-ylmethoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltHCID 178527775HCID 178527775, compound

Product 1

HCID 667766512-(((4-(5,7-Dioxaspiro[2.5]oct-6-ylmethoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Procedure

The same procedure as in the steps (10d) to (10f) of Example 10 was repeated using 2-mercaptobenzimidazole (291 mg, 1.94 mmol) and (4-(5,7-dioxaspiro[2.5]oct-6-ylmethoxy)pyridin-2-yl)methanol (443 mg, 1.76 mmol) to obtain the title compound (300 mg) as a white solid. Note that, in the same process as in the step (10d), 2-mercaptobenzimidazole was added to the reaction mixture and further 2 equivalents of triethylamine was added. The mixture was stirred at room temperature for 2 days.

Sources & evidence

ORD record
ord-4aa4043f5e564a5eb180f2eeddea4b56
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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