HCID 59267850, compound → HCID 56603143, compound

HRID 553647Notes

Reaction equation

HRID 553647 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([C:12]([CH3:36])([CH3:35])[C:13]([NH:15][C:16]1[O:20][N:19]=[C:18]([C:21]([CH3:34])([CH3:33])[CH2:22][O:23]CC2C=CC(OC)=CC=2)[CH:17]=1)=[O:14])(=[O:11])=[O:10]>ClCCCl.Cl.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([C:12]([CH3:36])([CH3:35])[C:13]([NH:15][C:16]1[O:20][N:19]=[C:18]([C:21]([CH3:34])([CH3:33])[CH2:22][OH:23])[CH:17]=1)=[O:14])(=[O:11])=[O:10]

Participants

5

Reactant 1

HCID 59267850HCID 59267850, compound

Product 1

HCID 56603143HCID 56603143, compoundYield 109.1%

Reagents, catalysts & solvents 3

HCID 962WaterCatalystHCID 111,2-DichloroethaneSolventHCID 313Hydrochloric AcidSolvent

Procedure

To a solution of 21 mg (0.041 mmol) of 2-(2,4-Difluoro-benzenesulfonyl)-N-{3-[2-(4-methoxy-benzyloxy)-1,1-dimethyl-ethyl]-isoxazol-5-yl}-2-methyl-propionamide in DCE (1 ml) and 4M HCl solution (0.5 mL), a few drops of water are added and the reaction mixture stirred over night for 18 h. The solvents are removed to yield 18 mg of 2-(2,4-difluoro-benzenesulfonyl)-N-[3-(2-hydroxy-1,1-dimethyl-ethyl)-isoxazol-5-yl]-2-methyl-propionamide. Yield 100%, ES-MS: m/z 403 [M+H].

Workup

  1. customThe solvents are removed

Sources & evidence

ORD record
ord-8275b742658f448998dbc5b5cc6ed7e8
Source dataset
uspto-grants-2011_11
Patent number
US08048899B2

Reaction notes

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