3-Aminocinnamic acid ethyl ester → 3-{3-[(Dibenzofuran-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

HRID 659103

Reaktionsgleichung

Reaktionsgleichung von HRID 659103
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:14]([OH:16])=O.[CH2:17]([O:19][C:20](=[O:30])[CH:21]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH2:29])[CH:24]=1)[CH3:18]>CN(C=O)C>[CH2:17]([O:19][C:20](=[O:30])[CH:21]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:14]([C:2]2[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=4[C:9]=3[CH:1]=2)=[O:16])[CH:24]=1)[CH3:18]

Komponenten

4

Edukt 2

HCID 978253-Aminocinnamic acid ethyl esterHCID 4174048-Oxatricyclo(7.4.0.0,2,7)trideca-1(9),2(7),3,5,10,12-hexaene-4-carboxylic acid

Produkt 1

HCID 684136723-{3-[(Dibenzofuran-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Acid (18) (50 mg, 0.24 mmol) was coupled to aniline (2) (54 mg, 0.28 mmol) using Method D, except that DMF (1 mL) was used. The product was further purified by trituration in DCM/heptane to give the title compound. Yield: 46 mg, 51%; LC-MS tr 1.70 min; HPLC Purity: 97-100%; MS (ES+) m/z 386 (M+H)

Aufarbeitung

  1. customThe product was further purified by trituration in DCM/heptane

Quellen und Nachweise

ORD-Eintrag
ord-b2c3063bdbde41079b807c139c24d1af
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080567B2

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