(4-(2,2-Dimethyl-1,3-dioxan-5-yl)methoxy-3,5-dimethylpyridin-2-yl)methanol monohydrate → 2-(((4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-6,7-dihydro-1h-[1,4]dioxino[2,3-f]benzimidazole sodium salt

HRID 1645664Notes

Reaction equation

HRID 1645664 reaction equation
[Na:1].CC1C(C[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])=NC=CC=1OCC1(C)OCC2(OCCO2)CO1.[CH3:34][C:35]1([CH3:53])[O:40][CH2:39][CH:38]([CH2:41][O:42][C:43]2[C:48]([CH3:49])=[CH:47][N:46]=[C:45]([CH2:50]O)[C:44]=2[CH3:52])[CH2:37][O:36]1.O.CC1(C)OCC(COC2C(C)=CN=C(CO)C=2C)CO1.N1C2C=[C:81]3[O:87]CC[O:84][C:82]3=CC=2N=C1S>C1(C)C=CC=CC=1>[Na:1].[CH3:34][C:35]1([CH3:53])[O:40][CH2:39][CH:38]([CH2:41][O:42][C:43]2[C:48]([CH3:49])=[CH:47][N:46]=[C:45]([CH2:50][S:23]([C:25]3[NH:26][C:27]4[CH:33]=[C:32]5[O:87][CH2:81][CH2:82][O:84][C:31]5=[CH:30][C:28]=4[N:29]=3)=[O:24])[C:44]=2[CH3:52])[CH2:37][O:36]1

Participants

6

Reactant 4

HCID 57445207(4-(2,2-Dimethyl-1,3-dioxan-5-yl)methoxy-3,5-dimethylpyridin-2-yl)methanol monohydrateHCID 57445208(4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3,5-dimethylpyridin-2-yl)methanolHCID 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 667772812-(((4-((2,2-Dimethyl-1,3-dioxan-5-yl)methoxy)-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)-6,7-dihydro-1h-[1,4]dioxino[2,3-f]benzimidazole sodium saltYield 61.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The same procedure as in the steps (5f) to (5h) was repeated using the (4-((2,2-dimethyl-1,3-dioxan-5-yl)methoxy)-3,5-dimethylpyridin-2-yl)methanol, which was obtained by subjecting (4-((2,2-dimethyl-1,3-dioxan-5-yl)methoxy)-3,5-dimethylpyridin-2-yl)methanol monohydrate obtained in the same manner as in Example 96 (5) to azeotropic distillation with toluene, and 6,7-dihydro-1H-[1,4]dioxino[2′,3′:4,5]benzo[d]imidazole-2-thiol, to obtain the title compound (395 mg, total 61.7% yield) as a white solid.

Workup

  1. customwhich was obtained

Sources & evidence

ORD record
ord-e4bca1fa4191476e97da95f4ce01dfbf
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

Loading…