Triacetoxyperiodinane → HCID 57942580, compound

HRID 1898204Notes

Reaction equation

HRID 1898204 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:15]2[C:16]([CH:22]([C:24]3[CH:29]=[C:28]([N:30]4[CH:34]=[CH:33][CH:32]=[N:31]4)[CH:27]=[CH:26][C:25]=3[Cl:35])[OH:23])=[N:17][CH:18]=[C:19]([Cl:21])[CH:20]=2)[CH2:12][O:13][CH3:14])(=[O:10])=[O:9])=[CH:4][C:3]=1[C:36]([F:39])([F:38])[F:37].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:15]2[C:16]([C:22](=[O:23])[C:24]3[CH:29]=[C:28]([N:30]4[CH:34]=[CH:33][CH:32]=[N:31]4)[CH:27]=[CH:26][C:25]=3[Cl:35])=[N:17][CH:18]=[C:19]([Cl:21])[CH:20]=2)[CH2:12][O:13][CH3:14])(=[O:9])=[O:10])=[CH:4][C:3]=1[C:36]([F:37])([F:38])[F:39]

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 57942180HCID 57942180, compound

Product 1

HCID 57942580HCID 57942580, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-chloro-N-{5-chloro-2-[(2-chloro-5-pyrazol-1-yl-phenyl)-hydroxy-methyl]-pyridin-3-yl}-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide (400 mg, 0.64 mol), Dess-Martin periodinane (409 mg, 0.96 mmol), in DCM was stirred at RT for 2 hours and then purified by flash column to give 4-chloro-N-[5-chloro-2-(2-chloro-5-pyrazol-1-yl-benzoyl)-pyridin-3-yl]-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide.

Workup

  1. custompurified by flash column

Sources & evidence

ORD record
ord-e72ae3549ca04a8ab8f5b96ecd1c122a
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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