Ethyl Acetate → 2-[5-Amino-2-(trifluoromethyl)phenyl]-5-n-butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 36279

反応式

HRID 36279 の反応式
[CH2:1]([C:5]1[N:6]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[S:37](=[O:44])(=[O:43])[NH:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[CH:27][CH:26]=2)[C:7](=[O:23])[N:8]([C:10]2[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[CH:12][C:11]=2[C:19]([F:22])([F:21])[F:20])[N:9]=1)[CH2:2][CH2:3][CH3:4].C(OCC)(=O)C.[H][H]>[Pt]=O.C(O)C>[NH2:16][C:14]1[CH:13]=[CH:12][C:11]([C:19]([F:20])([F:22])[F:21])=[C:10]([N:8]2[C:7](=[O:23])[N:6]([CH2:24][C:25]3[CH:26]=[CH:27][C:28]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=4[S:37](=[O:43])(=[O:44])[NH:38][C:39]([CH3:40])([CH3:41])[CH3:42])=[CH:29][CH:30]=3)[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:9]2)[CH:15]=1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 103942615-n-Butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2,4-dihydro-2-[5-nitro-2-(trifluoromethyl)phenyl]-3H-1,2,4-triazol-3-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 101001362-[5-Amino-2-(trifluoromethyl)phenyl]-5-n-butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one収率 100%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 702Ethanol溶媒

実験手順

A mixture of 200 mg (0.317 mmole) of 5-n-butyl-4-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]-2,4-dihydro-2-[5-nitro-2-(trifluoromethyl)phenyl] -3H-1,2,4-triazol-3-one (from Step C), 15 mg of platinum oxide, 10 mL of ethyl acetate, and 2 mL of ethanol was shaken with hydrogen at approximately 4 atm for a few hours until complete and then centrifuged. The supernatant was decanted off, and the catalyst pellet was extracted 3× with ethanol in the same manner. The combined supernatant fractions were concentrated to give 190 mg (100%) of the title compound as a brown foam, which was suitable for use without further purification; TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 608 (M+Li)+.

後処理

  1. customThe supernatant was decanted off
  2. extractionthe catalyst pellet was extracted 3× with ethanol in the same manner
  3. concentrationThe combined supernatant fractions were concentrated

出典と根拠

ORDレコード
ord-29d18f6de15b47bbafe9026de493b6fe
出典データセット
uspto-grants-1995_05
特許番号
US05411980

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