Triethylamine → 2-Amino-4-{4-[(1-[2-fluoro-5-trifluoromethyl-phenyl]-methanoyl)-amino]-phenyl}-thiophene-3-carboxylic acid amide

HRID 349465

Reaktionsgleichung

Reaktionsgleichung von HRID 349465
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[C:6]=1[C:7]([NH2:9])=[O:8].[F:17][C:18]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:19]=1[C:20](O)=[O:21].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:20]([C:19]3[CH:23]=[C:24]([C:27]([F:28])([F:29])[F:30])[CH:25]=[CH:26][C:18]=3[F:17])=[O:21])=[CH:12][CH:11]=2)[C:6]=1[C:7]([NH2:9])=[O:8]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 6882922-Fluoro-5-(trifluoromethyl)benzoic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 692588902-Amino4-(4-amino-phenyl)-thiophene-3-carboxylic acid amide

Produkt 1

HCID 101371002-Amino-4-{4-[(1-[2-fluoro-5-trifluoromethyl-phenyl]-methanoyl)-amino]-phenyl}-thiophene-3-carboxylic acid amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

Crude 2-amino-4-(4-amino-phenyl)-thiophene-3-carboxylic acid amide (0.15 mmoles, 1 eq) is dissolved in 1 mL DMF and added to a solution of 2-fluoro-5-trifluoromethylbenzoic acid (0.20 mmoles, 1.3 equiv) and HBTU (0.20 mmoles, 1.3 equiv) in 1 mL DMF. To this solution is added 0.5 mL triethylamine. The solution is stirred at room temperature until the reaction is complete, as judged by TLC. The crude reaction mixture is purified by preparative HPLC, affording the desired 2-amino-4-{4-[(1-[2-fluoro-5-trifluoromethyl-phenyl]-methanoyl)-amino]-phenyl}-thiophene-3-carboxylic acid amide. Biological Data

Aufarbeitung

  1. customThe crude reaction mixture
  2. customis purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-d9c6684e7c2646cd961610ed7424c6d9
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179836B2

Verknüpfte Notizen

Wird geladen…