3-Amino-1-propanol → 3-[(2-Chloro-5-methyl-4-pyrimidinyl)amino]-1-propanol

HRID 2235948Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2235948
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([CH3:9])=[CH:4][N:3]=1.[NH2:10][CH2:11][CH2:12][CH2:13][OH:14].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][CH2:11][CH2:12][CH2:13][OH:14])[C:5]([CH3:9])=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 90863-Amino-1-propanolHCID 10340Sodium CarbonateHCID 74508Pyrimidine, 2,4-dichloro-5-methyl-

Produkt 1

HCID 593004463-[(2-Chloro-5-methyl-4-pyrimidinyl)amino]-1-propanolAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2,4-dichloro-5-methylpyrimidine (8.00 g, 49.1 mmol) and 3-amino-1-propanol (4.50 mL, 58.9 mmol) in ethanol (200 mL) was added sodium carbonate (26.0 g, 245 mmol). The solution was vigorously stirred at rt for 24 h. The mixture was filtered over Celite® and the filtrate concentrated under reduced pressure. The resulting solid was triturated with Et2O to give the product as a white solid (9.80 g, 99%). 1H NMR (400 MHz, CDCl3) δ 1.86 (qt, 2H), 2.00 (s, 3H), 3.55 (t, 2H), 3.64 (t, 2H), 4.92 (broad, 2H), 7.68 (s, 1H).

Aufarbeitung

  1. filtrationThe mixture was filtered over Celite®
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe resulting solid was triturated with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-522ea5aec6e14a68ab564a89daffd90e
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07714004B2

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