1-Chloroethyl chloroformate → 4,5,6,7-Tetrahydro-1-(2-pyridinyl)-1H-imidazo[4,5-c]pyridine

HRID 2177560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2177560
C([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[CH:15]=[N:16][C:10]=2[CH2:9]1)C1C=CC=CC=1.ClC(OC(Cl)C)=O>ClCCCl>[N:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:14]1[C:11]2[CH2:12][CH2:13][NH:8][CH2:9][C:10]=2[N:16]=[CH:15]1

Komponenten

4

Edukt 2

HCID 5213051-Chloroethyl chloroformateHCID 904091645-Benzyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

Produkt 1

HCID 904084924,5,6,7-Tetrahydro-1-(2-pyridinyl)-1H-imidazo[4,5-c]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 5-benzyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine (0.13 g, 0.45 mmol) in DCE (5 mL) was added 1-chloroethyl chloroformate (0.10 mL, 0.90 mmoL). The reaction was allowed to stir for 15 min then heated at reflux for 4 h. The reaction was let cool, concentrated, dissolved in MeOH and heated again at 60° C. for 1 h. The reaction was concentrated and the product was used in the next step without further purification (0.075 g, 83%). MS (ESI): mass calculated for C11H12N4, 200.1. m/z found 201.2 [M+H]+.

Aufarbeitung

  1. temperaturethen heated
  2. temperatureat reflux for 4 h
  3. temperatureThe reaction was let cool
  4. concentrationconcentrated
  5. dissolutiondissolved in MeOH
  6. concentrationThe reaction was concentrated
  7. customthe product was used in the next step without further purification (0.075 g, 83%)

Quellen und Nachweise

ORD-Eintrag
ord-9729992591a94276a8d2fcc080818b3d
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09066946B2

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