5-Methoxytryptamine → HCID 59820000, Verbindung

HRID 563916

Reaktionsgleichung

Reaktionsgleichung von HRID 563916
[CH3:1][O:2][C:3]1[CH:14]=[C:13]2[C:6]([NH:7][CH:8]=[C:9]2[CH2:10][CH2:11][NH2:12])=[CH:5][CH:4]=1.[F:15][C:16]([F:29])([F:28])[C:17]1[CH:27]=[CH:26][C:20]([CH2:21][CH2:22][C:23](O)=[O:24])=[CH:19][CH:18]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[CH3:1][O:2][C:3]1[CH:14]=[C:13]2[C:6](=[CH:5][CH:4]=1)[NH:7][CH:8]=[C:9]2[CH2:10][CH2:11][NH:12][C:23](=[O:24])[CH2:22][CH2:21][C:20]1[CH:19]=[CH:18][C:17]([C:16]([F:28])([F:29])[F:15])=[CH:27][CH:26]=1

Komponenten

7

Edukt 4

HCID 18335-MethoxytryptamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 35887363-(4-(Trifluoromethyl)phenyl)propionic Acid

Produkt 1

HCID 59820000HCID 59820000, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 0.3 g (1.57 mmol) 5-methoxytryptamine, 0.34 g (1.57 mmol) 4-(trifluoromethyl)hydrocinnamic acid (commercially available), 0.6 g (1.8 mmol) TBTU and 0.6 g (4.6 mmol) DIPEA in 6 mL DMF was shaken for 3 h at room temperature. 50 mL water was added and the mixture was extracted with DCM. The combined organic phases were washed with water, dried with MgSO4 and evaporated to dryness to yield the title compound which was used without further purification in the consecutive step.

Aufarbeitung

  1. extractionthe mixture was extracted with DCM
  2. washThe combined organic phases were washed with water
  3. dry with materialdried with MgSO4
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-66c1d60f20694234ab7031c3f9fbe638
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067598B2

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