Triethylamine → (4-Chloropyridin-2-yl)-(5-fluoro-2,3-dihydroindol-1-yl)-methanone

HRID 74509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74509
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2.[Cl:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([C:18](O)=[O:19])[CH:13]=1.C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[Cl:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([C:18]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([F:1])=[CH:10][CH:9]=3)[CH2:5][CH2:6]2)=[O:19])[CH:13]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 2308904-Chloropyridine-2-carboxylic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27744635-Fluoroindoline

Produkt 1

HCID 58386740(4-Chloropyridin-2-yl)-(5-fluoro-2,3-dihydroindol-1-yl)-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

174 mg (1.27 mmol) 5-fluoro-2,3-dihydro-1H-indole were added to 200.0 mg (1.27 mmol) 4-chloropyridine-2-carboxylic acid, 351 μL (2.50 mmol) triethylamine and 434.0 mg (1.35 mmol) TBTU in 3 mL DMF. The reaction mixture was stirred overnight at RT. Purification was carried out by preparative HPLC. The product fractions were combined and evaporated down i. vac.

Aufarbeitung

  1. customPurification
  2. customevaporated down i

Quellen und Nachweise

ORD-Eintrag
ord-2734c073f2eb46e681607cbaafcd9340
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829006B2

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