2-(8-Methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)ethanol → 2-(((3-Methyl-4-(2-(8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)ethoxy)pyridin-2-yl)methyl)sulfinyl)-6,7-dihydro-1h-[1,4]dioxino[2,3-f]benzimidazole sodium salt

HRID 1645665Notes

Reaction equation

HRID 1645665 reaction equation
[Na:1].[CH3:2][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][CH2:10]C1(C)OCC2(OCCO2)CO1.[CH3:34][C:35]1([CH2:45]CO)[O:44][CH2:43][C:38]2([O:42][CH2:41][CH2:40][O:39]2)[CH2:37][O:36]1.N1C2C=[C:54]3[O:60]CC[O:57][C:55]3=CC=2N=C1S>>[Na:1].[CH3:2][C:3]1[C:4]([CH2:22][S:23]([C:25]2[NH:29][C:28]3[CH:30]=[C:31]4[O:60][CH2:54][CH2:55][O:57][C:32]4=[CH:33][C:27]=3[N:26]=2)=[O:24])=[N:5][CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:45][C:35]1([CH3:34])[O:36][CH2:37][C:38]2([O:39][CH2:40][CH2:41][O:42]2)[CH2:43][O:44]1

Participants

4

Reactant 3

HCID 597925642-(8-Methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)ethanolHCID 667765502-(((3-Methyl-4-((8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole sodium saltHCID 178527752HCID 178527752, compound

Product 1

HCID 667764262-(((3-Methyl-4-(2-(8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)ethoxy)pyridin-2-yl)methyl)sulfinyl)-6,7-dihydro-1h-[1,4]dioxino[2,3-f]benzimidazole sodium saltYield 9.2%

Procedure

The same procedure as in the steps (5d) to (5h) was repeated using the 2-(8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)ethanol and 6,7-dihydro-1H-[1,4]dioxino[2′,3′:4,5]benzo[d]imidazole-2-thiol obtained in Example (73b) to obtain the title compound (110 mg, content: 93.5%, total 9.2% yield) as a white solid.

Sources & evidence

ORD record
ord-fabdfaef4d594fdb8cc7a312809f6640
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

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