1H-Indole-3-propanoic acid → 3-(1H-indol-3-yl)-1-(pyrrolidin-1-yl)propan-1-one

HRID 74521

Reaktionsgleichung

Reaktionsgleichung von HRID 74521
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][C:12]([OH:14])=O)=[CH:2]1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][C:12]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])=[CH:2]1

Komponenten

6

Edukt 4

HCID 37441H-Indole-3-propanoic acidHCID 8471TriethylamineHCID 31268PyrrolidineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Produkt 1

HCID 48067833-(1H-indol-3-yl)-1-(pyrrolidin-1-yl)propan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

681 mg (3.60 mmol) 3-(1H-indol-3-yl)-propionic acid, 0.3 mL (3.60 mmol) pyrrolidine, 1.13 g (3.50 mmol) TBTU and 0.98 mL (7.00 mmol) triethylamine in 5.0 mL DMF were stirred overnight at RT. The mixture was purified by preparative HPLC. The product fractions were combined and evaporated down i. vac.

Aufarbeitung

  1. customThe mixture was purified by preparative HPLC
  2. customevaporated down i

Quellen und Nachweise

ORD-Eintrag
ord-1df2c89023ab44e3bf397e899e470f39
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829006B2

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