Sodium Bicarbonate → 2-{4-[(Naphthalen-2-yl)methyl]piperazin-1-yl}pyrimidin-5-ol

HRID 1288567

Reaktionsgleichung

Reaktionsgleichung von HRID 1288567
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.Cl[C:19]1[N:24]=[CH:23][C:22]([OH:25])=[CH:21][N:20]=1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[CH2:13][CH2:14][N:15]([C:19]2[N:24]=[CH:23][C:22]([OH:25])=[CH:21][N:20]=2)[CH2:16][CH2:17]1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 9105371-(Naphthalen-2-ylmethyl)piperazineHCID 145957002-Chloro-5-pyrimidinol

Produkt 1

HCID 215029112-{4-[(Naphthalen-2-yl)methyl]piperazin-1-yl}pyrimidin-5-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of 4.50 g. of 1-(β-napthylmethyl)piperazine(as prepared in Example 7), 2.5 g. of 2-chloro-5-hydroxypyrimidine in 30 ml. of dimethylformamide is added 2.0 g. of sodium bicarbonate and the mixture is refluxed for six hours. The mixture is cooled and filtered and the filtrate concentrated to a small volume in vacuo. The concentrate is diluted with 100 ml. of water and the insoluble material is washed with water and hexane to yield 1-(β-napthylmethyl)-4-(5-hydroxy-2-pyrimidinyl)piperazine.

Aufarbeitung

  1. additionTo a mixture of 4.50 g
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated to a small volume in vacuo
  5. additionThe concentrate is diluted with 100 ml
  6. washof water and the insoluble material is washed with water and hexane

Quellen und Nachweise

ORD-Eintrag
ord-bb1802a043204db3a429850a29a37f65
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03988457

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