1,2-Dichloroethane → Formate

HRID 418328

Reaktionsgleichung

Reaktionsgleichung von HRID 418328
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].[NH2:13][CH2:14][C:15]1[CH:16]=[C:17]([CH:31]=[CH:32][CH:33]=1)[C:18]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][N:28]([CH3:30])[CH3:29])=[CH:23][CH:22]=1)=[O:19].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([NH:13][CH2:14][C:15]1[CH:33]=[CH:32][CH:31]=[C:17]([C:18](=[O:19])[NH:20][C:21]2[CH:22]=[CH:23][C:24]([CH2:27][N:28]([CH3:29])[CH3:30])=[CH:25][CH:26]=2)[CH:16]=1)=[O:7].[CH:5]([O-:7])=[O:6]

Komponenten

8

Edukt 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 1699823-Chloro-p-anisic acidHCID 44819544HCID 44819544, Verbindung

Produkt 2

HCID 283FormateAusbeute 423,1 %HCID 25054307HCID 25054307, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A reaction vial was charged with 3-chloro-4-methoxybenzoic acid (40 mg, 0.21 mmol), 3-aminomethyl-N-(4-dimethylaminomethyl-phenyl)-benzamide (40 mg, 0.14 mmol), EDC (40 mg, 0.25 mmol) and HOBt (40 mg, 0.29 mmol). DMF (2 mL) was added followed by Hunig's base (0.11 mL, 0.57 mmol). The mixture was stirred at room temperature for 16 h. The product was purified by preparative HPLC using an acetonitrile/water/formic acid gradient providing the title compound as a formate salt (20 mg, 31% yield); MS, electrospray, 452 (M+H).

Aufarbeitung

  1. customA reaction
  2. customThe product was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-332f0387552244a0a63ba1c192ea222c
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093266B2

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