1H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1) → HCID 117840516, Verbindung

HRID 714825Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 714825
[CH3:1][C:2]([N:7]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[N:8]1)([CH3:6])[C:3](O)=[O:4].Cl.C([N:18]=C=NCCCN(C)C)C.N.ON1C2C=CC=CC=2N=N1.C(=O)([O-])O.[Na+]>CN(C)C=O>[CH3:1][C:2]([N:7]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[N:8]1)([CH3:6])[C:3]([NH2:18])=[O:4]

Komponenten

6

Edukt 4

HCID 1131751H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1)HCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 7017087α,α-Dimethyl-4-nitro-1H-pyrazole-1-acetic acid

Produkt 1

HCID 117840516HCID 117840516, VerbindungAusbeute 83,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-methyl-2-(4-nitro-1H-pyrazol-1-yl)propanoic acid (1.2 g) obtained in Step A of Example 109 in N,N-dimethylformamide (10 mL) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.3 g) and 1-hydroxybenzotriazole ammonia salt (1.4 g), and the mixture was stirred overnight at room temperature. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively 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, ethyl acetate) to give the title compound (1.0 g).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe obtained organic layer was washed successively 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, ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9282b33823e94f81870ff8ea6015fa57
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187453B2

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