Sodium Bicarbonate → HCID 178477970, Verbindung

HRID 455143

Reaktionsgleichung

Reaktionsgleichung von HRID 455143
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]([NH:20][NH2:21])=O)=[CH:4][CH:3]=1.Cl.[N:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29](=N)[NH2:30].C([O-])(O)=O.[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]2[NH:30][C:29]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][N:23]=3)=[N:21][N:20]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 12403615Pyridine-2-carboximidamide hydrochlorideHCID 670291592-(2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide

Produkt 1

HCID 178477970HCID 178477970, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 2-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide (0.55 mmol, 1.0 eq) in DMF (1-2 ml) and picolinimidamide hydrochloride (1.5 eq) was heated at 120° C. for 3 h. The mixture was cooled to rt, treated with sat. NaHCO3 (5 ml), extracted with CH2Cl2 (10 ml). The organic solution was dried with Na2SO4, evaporated under vacuum. The crude product was purified by HPLC. M/e+ 387 for C21H16ClN6 (M+H)+; 1H-NMR (400 MHz, CD3OD) δ 9.11 (d, J=1.4 Hz, 1H), 8.56 (d, J=3.7 Hz, 1H), 8.36 (d, J=6.2 Hz, 2H), 7.77 (d, J=8.4 Hz, 2H), 7.70 (dt, J=8.4, 2.9 Hz, 2H), 7.36 (m, 2H), 6.99 (m, 2H), 4.64 (s, 2H) ppm.

Aufarbeitung

  1. temperatureThe mixture was cooled to rt
  2. extractionextracted with CH2Cl2 (10 ml)
  3. dry with materialThe organic solution was dried with Na2SO4
  4. customevaporated under vacuum
  5. customThe crude product was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-7298ab0a1a6f476d8420421f50ffba9f
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497278B2

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