Trifluoroacetic acid → 2-(5-Bromobenzo[d]oxazole-2-carboxamido)-4-(4-chlorophenyl)thiophene-3-carboxylic acid

HRID 602835Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 602835
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]([NH:12][C:13]3[S:14][CH:15]=[C:16]([C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=4)[C:17]=3[C:18]([O:20]C(C)(C)C)=[O:19])=[O:11])=[N:7][C:6]=2[CH:32]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]([NH:12][C:13]3[S:14][CH:15]=[C:16]([C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=4)[C:17]=3[C:18]([OH:20])=[O:19])=[O:11])=[N:7][C:6]=2[CH:32]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 67207536Tert-butyl 2-(5-bromobenzo[d]oxazole-2-carboxamido)-4-(4-chlorophenyl)thiophene-3-carboxylate

Produkt 1

HCID 595359892-(5-Bromobenzo[d]oxazole-2-carboxamido)-4-(4-chlorophenyl)thiophene-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3A in DCM (2 ml) at room was added TFA (2 ml). The mixture was stirred at room temperature for 30 minutes. The solvent was removed under vacuum. The residue was suspended in DCM (1 ml). The solid was collected by filtration, washed with DCM (3×1 ml) and dried to give 4A. 1H NMR (DMSO-d6) δ 7.12(s, 1H), 7.38(d, 2H), 7.43(d, 2H), 7.79(dd, 1H), 7.96(d, 1H), 8.29(d, 1H), 12.80(bs, 1H), 13.44(b, 1H).

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. filtrationThe solid was collected by filtration
  3. washwashed with DCM (3×1 ml)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c7c70958b85847598b9de341fa52fd9b
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906553B2

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