Ethanol → HCID 19919760, compound

HRID 1648347Notes

Reaction equation

HRID 1648347 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:22]2[C:26]([CH2:27][CH3:28])=[N:25][N:24]([C:29]3[CH:34]=[C:33]([N+:35]([O-])=O)[CH:32]=[CH:31][C:30]=3[C:38]([F:41])([F:40])[F:39])[C:23]2=[O:42])=[C:17]([F:43])[CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].CCO.[H][H]>O=[Pt]=O.CCOC(C)=O>[NH2:35][C:33]1[CH:32]=[CH:31][C:30]([C:38]([F:39])([F:41])[F:40])=[C:29]([N:24]2[C:23](=[O:42])[N:22]([CH2:21][C:18]3[CH:19]=[CH:20][C:15]([C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[S:6](=[O:7])(=[O:8])[NH:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:16][C:17]=3[F:43])[C:26]([CH2:27][CH3:28])=[N:25]2)[CH:34]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 19919767HCID 19919767, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19919760HCID 19919760, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 388 mg (0.625 mmol) of 4-[[2'-(N-t -butylsulfamoyl)-3-fluorobiphenyl-4-yl]methyl]-2,4-dihydro-5-ethyl-2-[5-nitro-2-(trifluoromethyl)phenyl]-3H-1,2,4-triazol-3-one (from Step A), 6 mL of EtOH, 8 mL of EtOAc, and 30 mg of 5% PtO2 was shaken with hydrogen for 3.5 hours on a Parr hydrogenation apparatus. Removal of the catalyst followed by evaporation of volatiles gave 383 mg (quantitative) of a cream-colored solid [top >105° C. (gradual)] of sufficient purity to be used in the next step without further purification; mass spectrum (FAB) m/e 599 (M+Li)+.

Workup

  1. customRemoval of the catalyst
  2. customfollowed by evaporation of volatiles
  3. customgave 383 mg (quantitative) of a cream-colored solid [top >105° C. (gradual)] of sufficient purity
  4. customto be used in the next step without further purification

Sources & evidence

ORD record
ord-c3e33a96c9a2451cac9820e718f1bfb8
Source dataset
uspto-grants-1995_07
Patent number
US05436259

Reaction notes

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