Ammonia → ethyl 4-(2-aminoethyl)-1H-pyrrole-2-carboxylate

HRID 241716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 241716
[C:1]([CH2:3][C:4]1[CH:5]=[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[NH:7][CH:8]=1)#[N:2].N>CO.O=[Pt]=O>[NH2:2][CH2:1][CH2:3][C:4]1[CH:5]=[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[NH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 66636709Ethyl 4-(cyanomethyl)-1H-pyrrole-2-carboxylate

Produkt 1

HCID 66636613ethyl 4-(2-aminoethyl)-1H-pyrrole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 345198Adams' catalystLösungsmittel

Versuchsvorschrift

To a solution of the product obtained in Step F (7.45 g) in MeOH (1.5 L) there are added 223 ml of a 1.4N solution of NH3 in MeOH and PtO2 (5.2 g). The reaction mixture is placed under an atmosphere of hydrogen and is then stirred for 20 hours at ambient temperature. After filtration and evaporation to dryness, the residue obtained is purified on silica gel (SiO2: gradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH) to yield the title product which is used directly in the next Step.

Aufarbeitung

  1. filtrationAfter filtration and evaporation to dryness
  2. customthe residue obtained
  3. customis purified on silica gel (SiO2
  4. additiongradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-8a47b5e5a52d40d882e2eba6b3a9e5bf
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653073B2

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