1-Methylpiperazine → HCID 178481075, Verbindung

HRID 1620666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1620666
Cl.[F:2][C:3]([F:34])([F:33])[C:4]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][CH:10](/[CH:13]=[C:14]2/[C:15]([NH:20]CC(O)=O)=[N:16][C:17](=[O:19])[S:18]/2)[CH2:9][CH2:8]1.[CH2:35]([N:37]([CH:41]([CH3:43])C)[CH:38]([CH3:40])C)[CH3:36].C[N:45]1[CH2:50]CNCC1.F[P-](F)(F)(F)(F)F.N1([O:67]C(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>CN(C=O)C.O>[F:2][C:3]([F:34])([F:33])[C:4]1[CH:28]=[C:27]([C:29]([F:31])([F:32])[F:30])[CH:26]=[CH:25][C:5]=1[CH2:6][N:7]1[CH2:8][CH2:9][CH:10](/[CH:13]=[C:14]2/[C:15]([NH:20][CH2:43][C:41]([N:37]3[CH2:35][CH2:36][N:45]([CH3:50])[CH2:40][CH2:38]3)=[O:67])=[N:16][C:17](=[O:19])[S:18]/2)[CH2:11][CH2:12]1

Komponenten

7

Edukt 4

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 178479765HCID 178479765, Verbindung

Produkt 1

HCID 178481075HCID 178481075, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of N-[(5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-2-oxo-2,5-dihydro-1,3-thiazol-4-yl]glycine hydrochloride (500 mg), N-ethyl-N-(1-methylethyl)propan-2-amine (0.33 mL) and 1-methylpiperazine (0.11 mL) in DMF (5 mL) was added O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (429 mg), and the mixture was stirred at so room temperature for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and the solid was recrystallized from diisopropyl ether/heptane to give the title compound (85 mg).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate)
  6. customthe solid was recrystallized from diisopropyl ether/heptane

Quellen und Nachweise

ORD-Eintrag
ord-09a39b1f56884e898b2be890905f1202
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772277B2

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