Water → 5-amino-3-(3-ethoxy-4-methoxyphenyl)-1-isopropyl-1H-pyrazole-4-carbonitrile

HRID 238063

Reaktionsgleichung

Reaktionsgleichung von HRID 238063
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:12](OC)=[C:13]([C:16]#[N:17])[C:14]#[N:15])[CH:7]=[CH:8][C:9]=1OC)[CH3:2].Cl.[CH:21]([NH:24][NH2:25])([CH3:23])[CH3:22].[CH2:26](N(CC)CC)C.[OH2:33]>C(O)C>[NH2:15][C:14]1[N:24]([CH:21]([CH3:23])[CH3:22])[N:25]=[C:12]([C:6]2[CH:7]=[CH:8][C:9]([O:33][CH3:26])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=2)[C:13]=1[C:16]#[N:17]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 855731-Isopropylhydrazine hydrochlorideHCID 866170192-((3-Ethoxy-4-methoxyphenyl)(methoxy)methylene)malononitrile

Produkt 1

HCID 687116245-amino-3-(3-ethoxy-4-methoxyphenyl)-1-isopropyl-1H-pyrazole-4-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-((3-ethoxy-4-methoxyphenyl)(methoxy)methylene)malononitrile (200 mg, 0.78 mmol), isopropylhydrazine hydrogen chloride (86 mg, 0.78 mmol), and triethylamine (0.10 mL, 0.78 mmol) were combined in ethanol (5 mL) and heated to reflux for 90 minutes. The reaction was then cooled to RT, water was added and the aqueous phase was extracted three times with EtOAc. The organic phase was concentrated and carried onto the next step without further characterization. ESI-MS (M+H)+ m/z calcd 301.1, found 301.0

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 90 minutes
  3. extractionthe aqueous phase was extracted three times with EtOAc
  4. concentrationThe organic phase was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-00da41911aa64a5f8625edf0a235ac27
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642604B2

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