Formaldehyde → HCID 66559267, compound

HRID 625666Notes

Reaction equation

[F:1][C:2]([F:33])([F:32])[C:3]([OH:31])([C:22]1[CH:27]=[C:26]([Cl:28])[C:25]([Cl:29])=[C:24]([Cl:30])[CH:23]=1)[CH2:4][NH:5][C:6]1[CH:17]=[CH:16][C:9]([CH2:10][NH:11][C:12](=[O:15])[CH2:13][CH3:14])=[C:8]([C:18]([F:21])([F:20])[F:19])[CH:7]=1.[CH2:34]=O>C1(C)C=CC=CC=1>[Cl:30][C:24]1[CH:23]=[C:22]([C:3]2([C:2]([F:32])([F:1])[F:33])[O:31][CH2:34][N:5]([C:6]3[CH:17]=[CH:16][C:9]([CH2:10][NH:11][C:12](=[O:15])[CH2:13][CH3:14])=[C:8]([C:18]([F:19])([F:20])[F:21])[CH:7]=3)[CH2:4]2)[CH:27]=[C:26]([Cl:28])[C:25]=1[Cl:29]

Participants

Conditions

Temperature: 90 °C

Procedure

N-[4-{[3,3,3-Trifluoro-2-hydroxy-2-(3,4,5-trichlorophenyl)propyl]amino}-2-(trifluoromethyl)benzyl]propane amide (250 mg) and formaldehyde (70 mg) were added to toluene (20 mL), and stirred at 90° C. for 5 hours. After the reaction, the solvent was distilled off under reduced pressure and the residues were purified by silica-gel column chromatography to give N-{4-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-1,3-oxazolidin-3-yl]-2-(trifluoromethyl)benzyl}propane amide (100 mg).

Workup

customAfter the reaction
distillationthe solvent was distilled off under reduced pressure
customthe residues were purified by silica-gel column chromatography

Sources & evidence

ORD record: ord-97ed5b923b9548ee9df48ea709531eca
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09307764B2

Reaction notes

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