2-Furylglyoxylic acid → 2-(2-Furyl)-2-oxo-N-(3-{1-perhydro-2H-pyran-2-yl-5 [1-(triphenylmethyl)(1,2,4-triazol-3-yl)] (1H-indazol-3-yl)} phenyl)acetamide

HRID 1272961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1272961
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([OH:9])=O.Cl.CN(C)CCCN=C=NCC.[O:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]1[N:29]1[C:37]2[C:32](=[CH:33][C:34]([C:38]3[N:42]=[CH:41][N:40]([C:43]([C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=4)([C:50]4[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=4)[C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[N:39]=3)=[CH:35][CH:36]=2)[C:31]([C:62]2[CH:63]=[C:64]([NH2:68])[CH:65]=[CH:66][CH:67]=2)=[N:30]1>ClCCl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([NH:68][C:64]1[CH:65]=[CH:66][CH:67]=[C:62]([C:31]2[C:32]3[C:37](=[CH:36][CH:35]=[C:34]([C:38]4[N:42]=[CH:41][N:40]([C:43]([C:44]5[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=5)([C:50]5[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=5)[C:56]5[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=5)[N:39]=4)[CH:33]=3)[N:29]([CH:24]3[CH2:25][CH2:26][CH2:27][CH2:28][O:23]3)[N:30]=2)[CH:63]=1)=[O:9]

Komponenten

5

Edukt 3

HCID 738462-Furylglyoxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 211011823-(1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)]-1H-indazol-3-yl}phenylamine

Produkt 1

HCID 224802062-(2-Furyl)-2-oxo-N-(3-{1-perhydro-2H-pyran-2-yl-5 [1-(triphenylmethyl)(1,2,4-triazol-3-yl)] (1H-indazol-3-yl)} phenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 2-(2-furyl)-2-oxoacetic acid (0.070 g, 0.496 mmol) in 2.0 mL of dichloromethane, was added 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (EDCI) as a solid (0.098 g, 0.510 mmol). The solution was stirred at room temperature for 15 min before 3-{1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)]-1H-indazol-3-yl}phenylamine (0.150 g, 0.248 mmol), dissolved in 1 mL of dichloromethane was added. The reaction was stirred at room temperature overnight. The reaction mixture was then partitioned between dichloromethane and water. The crude material that was obtained from evaporation of the extracts was not purified further. (Yield not calculated) ES-MS (m/z) 725 [M+H]+.

Aufarbeitung

  1. additionwas added
  2. customThe reaction mixture was then partitioned between dichloromethane and water

Quellen und Nachweise

ORD-Eintrag
ord-eb967ad45e2148ca9fa1c61b54c10970
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208513B2

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