Diethyl Ether → HCID 57016239, compound

HRID 1737144Notes

Reaction equation

HRID 1737144 reaction equation
[CH3:1][C:2]([C:6]1[C:7](=O)[C:8]2[C:13]([C:14](=[O:17])[C:15]=1O)=[CH:12][CH:11]=[CH:10][CH:9]=2)([CH3:5])[CH:3]=[CH2:4].Cl.[CH3:20][O:21][NH2:22].CC[O:25]CC>N1C=CC=CC=1>[CH3:1][C:2]([C:6]1([OH:25])[CH2:15][C:14](=[O:17])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[N:22][O:21][CH3:20])([CH3:5])[CH:3]=[CH2:4]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 521874O-Methylhydroxylamine hydrochlorideHCID 178442261HCID 178442261, compound

Product 1

HCID 57016239HCID 57016239, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of the product of Example 1 (b) (250 mg, 1.03 mmol) and methoxyamine hydrochloride (95 mg, 1.14 mmol) in pyridine (5 ml) was stirred for 48 hours. The reaction mixture was dissolved in ether (50 ml) and washed with water (2×10 ml) , 2M hydrochloric acid (2×10 ml), water (2×10 ml), saturated sodium chloride solution (10 ml) and dried over magnesium sulphate. Filtration and evaporation of the solvent under reduced pressure and silica gel chromatography yielded the title compound (56 mg).

Workup

  1. washwashed with water (2×10 ml) , 2M hydrochloric acid (2×10 ml), water (2×10 ml), saturated sodium chloride solution (10 ml)
  2. dry with materialdried over magnesium sulphate
  3. filtrationFiltration and evaporation of the solvent under reduced pressure and silica gel chromatography

Sources & evidence

ORD record
ord-00ea30aeb9e045f48d5d4baefc10fe6b
Source dataset
uspto-grants-1999_10
Patent number
US05962002

Reaction notes

Loading…