HCID 59168174, compound → HCID 10238792, compound

HRID 1444014Notes

Reaction equation

HRID 1444014 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][CH:24]=[C:23]([CH2:27][O:28][CH:29]3[CH2:34]CCC[O:30]3)[CH:22]=2)=[N:17][C:16]([Cl:35])=[CH:15][N:14]=1)(=[O:11])=[O:10]>C(O)(=O)C.O.O1CCCC1>[C:29]([O:28][CH2:27][CH3:23])(=[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][CH:24]=[C:23]([CH2:27][OH:28])[CH:22]=2)=[N:17][C:16]([Cl:35])=[CH:15][N:14]=1)(=[O:11])=[O:10]

Participants

6

Reactant 1

HCID 59168174HCID 59168174, compound

Product 2

HCID 10238792HCID 10238792, compoundYield 211.9%HCID 21882781Isohexane ethyl acetate

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

2,3-Dichloro-N-{5-chloro-3-[3-(tetrahydro-2-pyranyloxymethyl)phenylmethoxy]-2-pyrazinyl}benzenesulphonamide (Example 106a) (1.0 g) in acetic acid (40 mL), water (10 mL) and tetrahyrofuran (20 mL) was heated at 45° C. for 16 h and the solution was evaporated to dryness. Chromatography on silica gel eluting with ethyl acetate/iso-hexane mixtures gave the title compound as a white solid (0.6 g).

Workup

  1. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-d3636c7201b84f609a10c11adf61fa31
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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