N-Methyl-N-(piperidin-4-yl)benzamide → HCID 57382935, Verbindung

HRID 2168246Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2168246
Cl[C:2]1[C:3]2[C:10]([CH3:11])=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH3:12][N:13]([CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[C:14](=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[CH3:12][N:13]([CH:22]1[CH2:27][CH2:26][N:25]([C:2]2[C:3]3[C:10]([CH3:11])=[CH:9][NH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH2:24][CH2:23]1)[C:14](=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

4

Edukt 2

HCID 12641853N-Methyl-N-(piperidin-4-yl)benzamideHCID 148092824-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidine

Produkt 1

HCID 57382935HCID 57382935, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine D4 (0.154 g) and N-methyl-N-4-piperidinylbenzamide D15 (0.2 g) was added Ethanol (5 mL) and the reaction was heated at 150° C. for 30 minutes in the microwave. The reaction was heated again at 150° C. for 20 minutes. During the cooling, a white precipitate formed. This precipitate was filtered off and washed with Ethanol before being dried in vacuo at 40° C. to afford product in 49 mg. The filtrate was removed in vacuo and the crude residue purified by MDAP using the formic acid method. Fractions corresponding to the desired product were combined and solvent removed to give the product E32 in 22 mg. LCMS [M+H][email protected] min (2 min run)

Aufarbeitung

  1. temperatureThe reaction was heated again at 150° C. for 20 minutes
  2. customDuring the cooling, a white precipitate formed
  3. filtrationThis precipitate was filtered off
  4. washwashed with Ethanol
  5. custombefore being dried in vacuo at 40° C.
  6. customto afford product in 49 mg
  7. customThe filtrate was removed in vacuo
  8. customthe crude residue purified by MDAP
  9. customsolvent removed
  10. customto give the product E32 in 22 mg
  11. customLCMS [M+H][email protected] min (2 min run)

Quellen und Nachweise

ORD-Eintrag
ord-b826695ba6424ccd9e725ad8299be6a5
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09045485B2

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