Triethylamine → 7-(3-Fluorophenyl)-1-(4-methyl-1-piperazinyl)-naphthalene

HRID 235137Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 235137
C[Sn](C)(C)[C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:5][CH:4]=1.[F:22][C:23]1[CH:24]=[C:25](Br)[CH:26]=[CH:27][CH:28]=1.C(N(CC)CC)C.[Cl-].[Li+]>CN(C=O)C.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOCC.CCCCCC>[F:22][C:23]1[CH:28]=[C:27]([C:3]2[CH:12]=[C:11]3[C:6]([CH:7]=[CH:8][CH:9]=[C:10]3[N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)=[CH:5][CH:4]=2)[CH:26]=[CH:25][CH:24]=1

Komponenten

8

Edukt 4

HCID 8471TriethylamineHCID 140821-Bromo-3-fluorobenzeneHCID 433294Lithium ChlorideHCID 221156087-Trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene

Produkt 1

HCID 189675427-(3-Fluorophenyl)-1-(4-methyl-1-piperazinyl)-naphthalene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6102075Dichlorobis(triphenylphosphine)palladiumKatalysatorHCID 6228DimethylformamideLösungsmittelHCID 21584099Diethylether hexaneLösungsmittel

Versuchsvorschrift

The title product was prepared following the procedure of example 41 from 7-trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene (0.25 g, 0.67 mmol), 3-fluoro-1-bromobenzene (0.13 g, 0.74 mmol), triethylamine (0.45 mL, 3.23 mmol), lithium chloride (0.088 g, 2.07 mmol), and bis (triphenylphosphine) palladium chloride (0.025 g, 0.036 mmol) in DMF (12.5 mL) with a heating time of 2 hours at 120 to 130° C. The product obtained was 0.13 g (59%) in yield. A sample was obtained by recrystallization from ether/hexane for analysis: mp 116°-116.5° C. Analysis calculated for C22H21FN2 : C, 79.49; H, 6.37; N, 8.43. Found: C, 79.07; H, 6.46; N, 8.66.

Aufarbeitung

  1. customwith a heating time of 2 hours
  2. customat 120 to 130° C
  3. customThe product obtained
  4. customin yield

Quellen und Nachweise

ORD-Eintrag
ord-c707fa5df8a24a12a7bf570765c2d09d
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597826

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