Reaktion #69095

Reaktionsgleichung

K2CO3

2,4-diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine

H2SO4

triethyl orthoformate

→

ester

Ausbeute 65.0%

2,4-diamino-6-ethyl-5-(3-(2-(3-ethoxycarbonylpropoxy)phenoxy)propoxy)pyrimidine

Ausbeute 65.0%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe solution was left
2. 2
   Sonstigeevaporated to dryness
3. 3
   workup.ADDITIONThe crude product was diluted with water
4. 4
   Extraktionextracted with CH2Cl2
5. 5
   SonstigeEvaporation to dryness

Vorschrift

To a solution of 2,4-diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine (0.3904 g, 1 mmol) and a catalytic amount of con. H2SO4 in EtOH (4 mL) was added triethyl orthoformate (2 mL) and the solution was left stirring at 25° C. for 8 hours. The reaction mixture was neutralized with K2CO3 and evaporated to dryness. The crude product was diluted with water and extracted with CH2Cl2. Evaporation to dryness gave the desired ester as white semi-solid (0.2720 g, 65%). 1H NMR (500 MHz, DMSO-d6): 0.99 (3H, t, J=7.5 Hz), 1.15 (3H, t, J=7.1 Hz), 1.93 (2H, m), 2.13 (2H, m), 2.33 (2H, q, J=7.5 Hz), 2.45 (2H, t, J=7.3 Hz), 3.78 (2H, t, J=6.0 Hz), 3.95 (2H, t, J=6.3 Hz), 4.03 (2H, q, J=7.1 Hz), 4.13 (2H, t, J=6.0 Hz), 5.54 (2H, s), 6.07 (2H, s), 6.87-6.90 (2H, m), 6.95-7.01 (2H, m).

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