Cyclobutanone → 2-(((4-(5,9-Dioxaspiro[3.5]non-7-ylmethoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

HRID 31628

Reaction equation

HRID 31628 reaction equation
[Na:1].[CH2:2]1[C:6]2([O:11][CH2:10][CH:9]([CH2:12][O:13][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([CH2:20][S:21]([C:23]4[NH:27][C:26]5[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=5[N:24]=4)=[O:22])[C:15]=3[CH3:32])[CH2:8][O:7]2)[CH2:5][CH2:4]C1.OCC(CO)CO.C1(=O)CCC1>>[Na:1].[CH2:2]1[C:6]2([O:11][CH2:10][CH:9]([CH2:12][O:13][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([CH2:20][S:21]([C:23]4[NH:27][C:26]5[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=5[N:24]=4)=[O:22])[C:15]=3[CH3:32])[CH2:8][O:7]2)[CH2:5][CH2:4]1

Participants

4

Reactant 3

HCID 14496CyclobutanoneHCID 78432TrimethylolmethaneHCID 667766702-(((4-(6,10-Dioxaspiro[4.5]dec-8-ylmethoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium salt

Product 1

HCID 667765352-(((4-(5,9-Dioxaspiro[3.5]non-7-ylmethoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltYield 6.2%

Procedure

The same procedure as in the steps (21a) and (21b) of Example 21 was repeated using 2-(hydroxymethyl)-1,3-propanediol and cyclobutanone to obtain the title compound (265 mg, total yield: 6.2%) as a light yellow solid.

Sources & evidence

ORD record
ord-ecc04e0b96ed41f99ab7ea4dcf8ab626
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Linked notes

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