Water → 2-(4-Hydroxypiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

HRID 2392886Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2392886
Cl[C:2]1[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]#[N:24])[CH:8]=2)[N:3]=1.[OH:25][CH:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.CN(C)C=O.O>C(OCC)(=O)C>[OH:25][CH:26]1[CH2:31][CH2:30][N:29]([C:2]2[N:11]=[C:10]([NH:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]4[O:20][CH2:21][O:22][C:16]=4[CH:15]=3)[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:23]#[N:24])[CH:8]=3)[N:3]=2)[CH2:28][CH2:27]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6228DimethylformamideHCID 79341Piperidin-4-olHCID 211839842-Chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

Produkt 1

HCID 211839852-(4-Hydroxypiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazolineAusbeute 35,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture comprising 339 mg of 2-chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline, 500 mg of 4-hydroxypiperidine and 20 ml of N,N-dimethylformamide was heated under reflux for 5 hours and poured into 50 ml of water, followed by the addition of 50 ml of ethyl acetate. The obtained mixture was filtered to remove insolubles. The organic layer of the filtrate was dried over magnesium sulfate and concentrated under a reduced pressure to give a crystalline residue. This residue was washed with chloroform to give 145 mg of the title compound.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. filtrationThe obtained mixture was filtered
  4. customto remove insolubles
  5. dry with materialThe organic layer of the filtrate was dried over magnesium sulfate
  6. concentrationconcentrated under a reduced pressure
  7. customto give a crystalline residue
  8. washThis residue was washed with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-d9b0da71e5f64109b5ed628ca7f347bc
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05801180

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