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 2183311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2183311
[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-ed5edce0d5cf44be8e0ae73b4da9a75d
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06897231B2

Notizen zur Reaktion

Wird geladen…