2,3-Dichloro-N-{3-[4-(tetrahydro-2-pyranyloxymethyl)phenylmethoxy]-2-pyrazinyl}benzenesulphonamide → Isohexane ethyl acetate

HRID 1444019Notes

Reaction equation

HRID 1444019 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([NH:12][C:13]1[C:18]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][O:28][CH:29]3[CH2:34]CCC[O:30]3)=[CH:23][CH:22]=2)=[N:17][CH:16]=[CH:15][N:14]=1)(=[O:11])=[O:10]>C(O)(=O)C.O.O1CCCC1>[C:29]([O:28][CH2:27][CH3:24])(=[O:30])[CH3:34].[CH3:24][CH2:23][CH2:22][CH:21]([CH3:26])[CH3:20].[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([NH:12][C:13]1[C:18]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][OH:28])=[CH:23][CH:22]=2)=[N:17][CH:16]=[CH:15][N:14]=1)(=[O:10])=[O:11]

Participants

6

Reactant 1

HCID 591681242,3-Dichloro-N-{3-[4-(tetrahydro-2-pyranyloxymethyl)phenylmethoxy]-2-pyrazinyl}benzenesulphonamide

Product 2

HCID 21882781Isohexane ethyl acetateHCID 591681992,3-Dichloro-N-[3-(4-hydroxymethylphenylmethoxy)-2-pyrazinyl]benzenesulphonamide

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

2,3-Dichloro-N-{3-[4-(tetrahydro-2-pyranyloxymethyl)phenylmethoxy]-2-pyrazinyl}benzenesulphonamide (Example 11a) in acetic acid (10 mL), water (2.5 mL) and tetrahydrofuran (5 mL) was heated at 45° C. for 16 h and the solution was evaporated to is dryness. Chromatography on silica gel eluting with ethyl acetate/iso-hexane mixtures gave the title compound as a white solid (0.022 g).

Workup

  1. customthe solution was evaporated

Sources & evidence

ORD record
ord-d3d738f3170e402bb9f4d0ce2bfac529
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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