Water → 1-((4-Cyano-2-fluorophenyl)(2-ethoxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

HRID 517209Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517209
F[B-](F)(F)F.C([O+:8]([CH2:11][CH3:12])[CH2:9][CH3:10])C.[C:13]([C:15]1[CH:20]=[CH:19][C:18]([CH:21]([C:36]2C(=O)C[CH2:39][CH2:38][C:37]=2[OH:43])[NH:22][C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)=[O:24])=[C:17]([F:44])[CH:16]=1)#[N:14].C(N(CC)C(C)C)(C)C.O>ClCCl>[C:13]([C:15]1[CH:20]=[CH:19][C:18]([CH:21]([C:36]2[C:37](=[O:43])[CH2:38][CH2:39][CH2:12][C:11]=2[O:8][CH2:9][CH3:10])[NH:22][C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:33])([F:34])[F:35])[CH:27]=2)=[O:24])=[C:17]([F:44])[CH:16]=1)#[N:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 2723982Triethyloxonium tetrafluoroborateHCID 867323291-((4-Cyano-2-fluorophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea2×

Produkt 1

HCID 867323301-((4-Cyano-2-fluorophenyl)(2-ethoxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Triethyloxonium tetrafluoroborate (1.60 g, 8.42 mmol) is added to a solution of 1-((4-cyano-2-fluorophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea (intermediate 40 1.80 g, 4.02 mmol) and N,N-diisopropylethylamine (1.60 mL, 9.2 mmol) in dichloromethane (15 mL), and the mixture is stirred at room temperature for 20 min Water is added, and the phases are separated. The organic layer is dried over Na2SO4 and concentrated under reduced pressure. Yield: 1.82 g; ESI mass spectrum [M+H]+=476, Retention time HPLC: 1.11 min (Z018_S04).

Aufarbeitung

  1. additionis added
  2. customthe phases are separated
  3. dry with materialThe organic layer is dried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. custom1.11 min (Z018_S04)

Quellen und Nachweise

ORD-Eintrag
ord-aefe943f0c6f43ca8b1189f41dff24a5
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115093B2

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