Triethylamine → N-[4-Methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(2,2,2-trifluoro-1,1-dimethyl-ethyl)carbonylaminomethyl-benzamide

HRID 1846097Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846097
[F:1][C:2]([F:10])([F:9])[C:3]([CH3:8])([CH3:7])[C:4](O)=[O:5].[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:30])[C:21]2[CH:26]=[C:25]([CH2:27][NH2:28])[CH:24]=[CH:23][C:22]=2[Cl:29])=[CH:15][C:14]=1[C:31]([NH:33][C:34]1[CH:39]=[CH:38][C:37]([Br:40])=[CH:36][CH:35]=1)=[O:32].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>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:30])[C:21]2[CH:26]=[C:25]([CH2:27][NH:28][C:4]([C:3]([CH3:8])([CH3:7])[C:2]([F:10])([F:9])[F:1])=[O:5])[CH:24]=[CH:23][C:22]=2[Cl:29])=[CH:15][C:14]=1[C:31]([NH:33][C:34]1[CH:35]=[CH:36][C:37]([Br:40])=[CH:38][CH:39]=1)=[O:32]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 198673673,3,3-Trifluoro-2,2-dimethylpropanoic acidHCID 67116388N-[4-Methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-aminomethyl-benzamide

Produkt 1

HCID 52919089N-[4-Methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(2,2,2-trifluoro-1,1-dimethyl-ethyl)carbonylaminomethyl-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel3×

Versuchsvorschrift

To 1.0 mL of a 0.13 M solution of 3,3,3-trifluoro-2,2-dimethyl-propionic acid (0.13 mmol) in DMF was added 1.0 mL of a 0.1 M solution of N-[4-methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-aminomethyl-benzamide (0.10 mmol) in DMF and triethylamine (70 μL, 0.50 mmol). Then 1.0 mL of a 0.115 M solution of TBTU (0.115 mmol) in DMF was added and the mixture was stirred overnight. The reaction mixture was directly purified via prep. HPLC to furnish the title compound.

Aufarbeitung

  1. customThe reaction mixture was directly purified via prep

Quellen und Nachweise

ORD-Eintrag
ord-c8d0b647482d47a1b88604b386905b31
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08951999B2

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