(4-Boc-piperazin-1-yl)-(3-nitro-5-trifluoromethyl-phenyl)-methanone → 1-Boc-4-(3-nitro-5-trifluoromethyl-benzyl)-piperazine

HRID 889956Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 889956
[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[C:18]([N+:26]([O-:28])=[O:27])[CH:17]=2)=O)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>C1COCC1>[C:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][C:16]2[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[C:18]([N+:26]([O-:28])=[O:27])[CH:17]=2)[CH2:12][CH2:13]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Komponenten

3

Edukt 1

HCID 21959536(4-Boc-piperazin-1-yl)-(3-nitro-5-trifluoromethyl-phenyl)-methanone

Produkt 1

HCID 222493291-Boc-4-(3-nitro-5-trifluoromethyl-benzyl)-piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

(4-Boc-piperazin-1-yl)-(3-nitro-5-trifluoromethyl-phenyl)-methanone (403 mg) was dissolved in THF (6 ml) and BH3Me2S (300 μl) was added and the reaction was stirred for 3 h at 60° C. and 2 h at RT. The reaction was quenched with MeOH (5 ml) and NaOH (100 mg) and stirred at RT for 1 h. The mixture was concentrated and dissolved in CH2Cl2, washed with sated NH4Cl/NaHCO3, dried (MgSO4), filtered and evaporated to give the compound as an oil. M+H 390.3.

Aufarbeitung

  1. additionBH3Me2S (300 μl) was added
  2. customThe reaction was quenched with MeOH (5 ml) and NaOH (100 mg)
  3. stirringstirred at RT for 1 h
  4. concentrationThe mixture was concentrated
  5. dissolutiondissolved in CH2Cl2
  6. washwashed with sated NH4Cl/NaHCO3
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-27e735187e08400ba0e3482eb9881366
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995162B2

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