HCID 9927774, compound → HCID 9950432, compound

HRID 1108562Notes

Reaction equation

HRID 1108562 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:14]2[CH2:18][CH:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][N:15]=2)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][S:11][CH2:10][CH2:9]1.I([O-])(=O)(=O)=[O:25].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[C:4]([C:14]2[CH2:18][CH:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][N:15]=2)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:9][CH2:10][S:11](=[O:25])[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 9927774HCID 9927774, compoundHCID 23667635Sodium periodate

Product 1

HCID 9950432HCID 9950432, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1.0 g (2.97 mmol) of N-({3-[3-fluoro-4-(4-thiomorpholinyl)phenyl]-4,5-dihydro-5-isoxazolyl}methyl)acetamide is suspended in 20 ml methanol/5 ml acetone in a 100 ml one neck round bottom flask. The suspension is treated with sodium meta periodate (666 mg, 3.12 mmole) in 20 ml water and the reaction mixture is stirred 48 hours at room temperature. The organics are removed in vacuo and the aqueous residue is filtered to remove a fine white solid. The solid is washed with water followed by diethyl ether to give 902 mg the title compound) as a solid. mp=204-205° C.

Workup

  1. customThe organics are removed in vacuo
  2. filtrationthe aqueous residue is filtered
  3. customto remove a fine white solid
  4. washThe solid is washed with water

Sources & evidence

ORD record
ord-24194928548343699b0d8a4518eb1e99
Source dataset
uspto-grants-2000_05
Patent number
US06069141

Reaction notes

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