Triethylamine → 3-ethoxy-4-{[1-methyl-5-(tritylamino)-1H-pyrazol-4-yl)amino}-3-cyclobutene-1,2-dione

HRID 459656Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 459656
[CH3:1][N:2]1[C:6]([NH:7][C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:5]([NH2:27])[CH:4]=[N:3]1.C(N(CC)CC)C.[CH3:35][CH2:36][O:37][C:38]1[C:42](=O)[C:40](=[O:41])[C:39]=1[O:44]CC.C(OCC)(=O)C>C(O)C.CCCCCC>[CH2:36]([O:37][C:38]1[C:39](=[O:44])[C:40](=[O:41])[C:42]=1[NH:27][C:5]1[CH:4]=[N:3][N:2]([CH3:1])[C:6]=1[NH:7][C:8]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:35]

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 123228Diethyl squarateHCID 685167251-methyl-N5-trityl-1H-pyrazole-4,5-diamine

Produkt 1

HCID 219045093-ethoxy-4-{[1-methyl-5-(tritylamino)-1H-pyrazol-4-yl)amino}-3-cyclobutene-1,2-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

To a suspension of 1-methyl-N5-trityl-1H-pyrazole-4,5-diamine 1.60 g) in ethanol (50 ml) were added triethylamine (0.627 ml) and diethyl squarate (0.858 ml), and the mixture was stirred at room temperature for 22 hours. To the reaction mixture were added ethyl acetate (200 ml) and hexane (100 ml), and the solution was washed successively with water, 5% aqueous citric acid solution and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crystalline residue was washed with diethyl ether and dried in vacuo to give 3-ethoxy-4-{[1-methyl-5-(tritylamino)-1H-pyrazol-4-yl]amino}-3-cyclobutene-1,2-dione (1.45 g) as a solid.

Aufarbeitung

  1. washthe solution was washed successively with water, 5% aqueous citric acid solution and brine
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. washThe crystalline residue was washed with diethyl ether
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b2a04be7d9da44ce801bfd7ee17385cb
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192943B2

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