Reaktion #168018

Reaktionsgleichung

(R)-2-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)acetamide

ammonium hydroxide

potassium hydroxide

→

title compound

(R)-2-(4-(6-(5-Isopropyl-2-methylphenyl)-2-(3-methyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)acetamide

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated
2. 2
   Filtrationfiltered
3. 3
   Sonstigebefore being purified via HPLC (RP C18, 15-85% CH3CN in H2O with 0.1% NH4OH

Vorschrift

A mixture of (R)-2-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)acetamide (0.075 mg, 0.106 mmol), 30% ammonium hydroxide (0.63 mL 15.94 mmol) and potassium hydroxide (0.054 g, 0.956 mmol) in ethanol (3 mL) was heated in a microwave reactor at 100° C. for 1 h. The reaction mixture was concentrated and then filtered before being purified via HPLC (RP C18, 15-85% CH3CN in H2O with 0.1% NH4OH to provide the title compound. 1H NMR (400 MHz, CD3CN) δ ppm 9.16 (br. s., 1 H) 7.45 (d, J=8.08 Hz, 1H) 7.25 (dd, J=7.20, 1.14 Hz, 1 H) 7.15 (dd, J=15.28, 7.71 Hz, 2 H) 7.01-7.09 (m, 2 H) 6.82-6.94 (m, 2 H) 5.80 (br. s., 1 H) 3.94-4.13 (m, 3 H) 3.51-3.60 (m, 1 H) 3.41-3.50 (m, 1 H) 3.28-3.41 (m, 2 H) 2.95-3.12 (m, 2 H) 2.82-2.95 (m, 3 H) 2.78 (d, J=10.86 Hz, 1 H) 2.57-2.66 (m, 1 H) 2.47-2.56 (m, 1 H) 2.37 (td, J=10.74, 3.03 Hz, 1 H) 2.26 (s, 3 H) 2.05 (s, 3 H) 1.30 (d, J=6.82 Hz, 3 H) 1.23 (dd, J=6.82, 1.01 Hz, 6 H); MS (ESI+) m/z 552.4 (M+H)+.

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