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

HRID 1944624Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1944624
[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-64fdf1ed15354a56a9b32426b1ea4850
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08394848B2

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