Triethylamine → HCID 68728844, Verbindung

HRID 2065749

Reaktionsgleichung

Reaktionsgleichung von HRID 2065749
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[CH3:21])[CH:10]([C:22]([OH:24])=O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:25][C:26]1[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][C:27]=1[N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C>CN(C=O)C.O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[CH3:21])[CH:10]([C:22]([N:36]2[CH2:37][CH2:38][N:33]([C:27]3[CH:28]=[C:29]([CH3:32])[CH:30]=[CH:31][C:26]=3[CH3:25])[CH2:34][CH2:35]2)=[O:24])[CH2:9]1)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 705421-(2,5-Xylyl)piperazineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 112791744-(4-Fluoro-2-methyl-phenyl)-piperazine-1,3-dicarboxylic acid 1-tert-butyl ester

Produkt 1

HCID 68728844HCID 68728844, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-(4-fluoro-2-methyl-phenyl)-piperazine-1,3-dicarboxylic acid 1-tert-butyl ester (CAS Reg. No.: [499780-10-8]) (100 mg) in DMF (2.5 mL) was treated with 1-(2,5-dimethylphenyl)piperazine (62 mg), 2-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyl-uronium hexafluoro phosphate (HBTU) (123 mg) and triethylamine (124 μL) at ambient temperature for 5 h. Water was added, the phases were separated and the inorganic phase was extracted with tert-butyl-methyl ether (TBME). The combined organic phases were washed with water and brine, dried (Na2SO4), filtered and evaporated. Purification by chromatography (SiO2, n-heptane/ethyl acetate 2:1) gave 3-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-4-(4-fluoro-2-methyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester as a white solid (143 mg), MS: 511.5 ([M+H]+).

Aufarbeitung

  1. customthe phases were separated
  2. extractionthe inorganic phase was extracted with tert-butyl-methyl ether (TBME)
  3. washThe combined organic phases were washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customPurification by chromatography (SiO2, n-heptane/ethyl acetate 2:1)

Quellen und Nachweise

ORD-Eintrag
ord-53447f88905f48d9ae747a06067873e7
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288541B2

Verknüpfte Notizen

Wird geladen…