(4-{[Benzyl({[3,5-bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate → (4-{[({[3,5-Bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate

HRID 23731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 23731
[C:1]1([NH:7][C:8](=[O:46])[O:9][CH2:10][CH:11]2[CH2:16][CH2:15][CH:14]([CH2:17][N:18](CC3C=CC=CC=3)[S:19]([NH:22][C:23](=[O:38])[C:24]3[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=3)(=[O:21])=[O:20])[CH2:13][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[C:1]1([NH:7][C:8](=[O:46])[O:9][CH2:10][CH:11]2[CH2:12][CH2:13][CH:14]([CH2:17][NH:18][S:19]([NH:22][C:23](=[O:38])[C:24]3[CH:29]=[C:28]([C:30]([F:32])([F:31])[F:33])[CH:27]=[C:26]([C:34]([F:35])([F:36])[F:37])[CH:25]=3)(=[O:20])=[O:21])[CH2:15][CH2:16]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 1

HCID 22574466(4-{[Benzyl({[3,5-bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate

Produkt 1

HCID 22574490(4-{[({[3,5-Bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 21584119Ethylacetate methanolLösungsmittel

Versuchsvorschrift

7 (31.5 mg, 47 mmole, 1.0 eq) was dissolved in 4/1 methanol/ethyl acetate (1.25 mL) and 15 mg of 20% palladium hydroxide on carbon (wet) was added. The vessel was evacuated and charged with hydrogen and stirred overnight. The catalyst was fitered over celite and the filtrate evaporated to give the title compound in nearly quantitative yield. 1H NMR (500 MHz, DMSO-d6): δ 12.23 (br s, 1H), 9.54 (s, 1H), 8.50 (s, 2H), 8.28 (s, 1H), 7.42 (d, 2H), 7.24 (t, 2H), 6.95 (t, 1H), 3.84 (d, 2H), 2.70 (br s, 2H), 1.54-1.38 (m, 2H), 0.88 (m, 4H).

Aufarbeitung

  1. additionwas added
  2. customThe vessel was evacuated
  3. additioncharged with hydrogen
  4. customthe filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ccb3f757053e4e919cb68765113bad58
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852738B2

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