Reacción #359964

Ecuación de reacción

diethylamine

mixture

2-(1-Aminoisoquinolin-6-ylamino)-N-benzyl-2-(3-ethoxy-4-isopropoxyphenyl)-N-methylacetamide trifluoroacetic acid salt

ethanol methanol

→

(R)-2-(1-aminoisoquinolin-6-ylamino)-N-benzyl-2-(3-ethoxy-4-isopropoxyphenyl)-N-methylacetamide trifluoroacetic acid salt

Disolventes

heptane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroequipped with a Chiralpak® AD column (5 cm×50 cm, 20μ)
2. 2
   Otrofor 120 min
3. 3
   workup.WAITRetention time for the other isomer (32 mg) was 90 min

Procedimiento

Example 52 (34 mg) was separated from the racemic mixture (80 mg) of Example 51 using a preparative HPLC equipped with a Chiralpak® AD column (5 cm×50 cm, 20μ). The separations were performed using an isocratic method of 95% 1:1 ethanol/methanol, 5% heptane with 0.1% diethylamine for 120 min with a flow rate of 50 mL/min. Retention time for Example 52 was 26 min. Retention time for the other isomer (32 mg) was 90 min. 1H NMR (400 MHz, Methanol-d4) δ ppm 1.33 (m, 9H) 3.01 (m, 3H) 3.98 (m, 2H) 4.59 (m, 3H) 5.61 (d, J=9.54 Hz, 1H) 6.70 (m, 2H) 7.05 (m, 6H) 7.25 (m, 3H) 7.39 (dd, J=12.96, 6.60 Hz, 1H) 7.95 (m, 1H). LC-MS 499 (M+H).

Fuente