Triethylamine → 3-(2,5-Difluoro-phenyl)-N-{1-[3-(pyridin-4-ylamino)-phenyl]ethyl}-acrylamide

HRID 2183472

Reaktionsgleichung

Reaktionsgleichung von HRID 2183472
[NH2:1][C@H:2]([C:4]1[CH:5]=[C:6]([NH:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:3].[F:17][C:18]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:19]=1[CH:20]=[C:21](Cl)[C:22](O)=[O:23].CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[F:17][C:18]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:19]=1[CH:20]=[CH:21][C:22]([NH:1][CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)[CH:5]=1)[CH3:3])=[O:23]

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 60004117(S)-[3-(1-amino-ethyl)-phenyl]-pyridin-4-yl-amineHCID 867597472.5-Difluoro-chlorocinnamic acid

Produkt 1

HCID 698003043-(2,5-Difluoro-phenyl)-N-{1-[3-(pyridin-4-ylamino)-phenyl]ethyl}-acrylamideAusbeute 81,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of (S)-[3-(1-amino-ethyl)-phenyl]-pyridin-4-yl-amine (0.1 mmol), 2.5-difluoro-chlorocinnamic acid (0.1 mmol), EDAC.HCl (0.2 mmol), DMAP (0.1 mmol), triethylamine (0.3 mmol) in dichloromethane (2 mL) was stirred at room temperature overnight. The reaction mixture was purified by flash chromatography with 5% methnol in ethyl acetate to provide the title compound (31 mg) as a solid.

Aufarbeitung

  1. customThe reaction mixture was purified by flash chromatography with 5% methnol in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-516a3a37db3a4d388f037877ad273a50
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900210B2

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