Tryptamine → Tryptamide

HRID 1095550

Reaktionsgleichung

Reaktionsgleichung von HRID 1095550
[NH2:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.Cl.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1>C1COCC1>[NH:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]([CH2:3][CH2:2][NH:1][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=2)=[CH:5]1

Komponenten

4

Edukt 2

HCID 1150TryptamineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)

Produkt 1

HCID 65768Tryptamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Tryptamine (640 mg, 4.0 mmol) was initially introduced into abs. THF (30 ml). TEA (596 μl, 4.3 mmol) and nicotinic acid chloride hydrochloride (770 mg, 4.3 mmol) was then added and the mixture was stirred at RT for 5 h. The mixture was concentrated to dryness i. vac. The residue was taken up in EA (20 ml) and the mixture was washed with saturated NaHCO3 solution (2×20 ml) and with NaCl solution (2×20 ml). The organic phase was dried over Na2SO4 and concentrated i. vac. Yield: 482 mg (45%)

Aufarbeitung

  1. concentrationThe mixture was concentrated to dryness i
  2. washthe mixture was washed with saturated NaHCO3 solution (2×20 ml) and with NaCl solution (2×20 ml)
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated i

Quellen und Nachweise

ORD-Eintrag
ord-84a9b1ea3e754e9fb269f3e7044c6d71
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138187B2

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