Reaktion #166346

Reaktionsgleichung

compound 269

tert-Butyl 4-(6-((9-cyclopentyl-7-methoxy-9H-pyrido[3′,2′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-pyridinyl)-1-piperazinecarboxylate

hydrochloric acid

→

compound 270

Ausbeute 108.2%

9-Cyclopentyl-2-((5-(1-piperazinyl)-2-pyridinyl)amino)-9H-pyrido[3′,2′:4,5]-pyrrolo[2,3-d]pyrimidin-7-ol

Ausbeute 108.2%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 10 mL reaction tube vessel
2. 2
   Sonstigean additional 30 minutes
3. 3
   Sonstigeat 140° C
4. 4
   FiltrationThe resulting solution was filtered through a 0.45 μM
5. 5
   Filtrationfilter
6. 6
   Waschenwashed with water
7. 7
   SonstigeThe solvent was removed in vacuo

Vorschrift

A 10 mL reaction tube vessel was charged with compound 269 (56.0 mg, 103 μmol) and concentrated hydrochloric acid (2.00 mL, 103 μmol). The reaction was heated with microwave energy (300 W) at 120° C. for 1 hour, then an additional 30 minutes at 140° C. The resulting solution was filtered through a 0.45 μM filter and washed with water. The solvent was removed in vacuo, and the residue coevaporated with water (10 mL) and then methanol (2×, 10 mL) to give compound 270 as a yellow solid (48 mg). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.63-11.91 (m, 2 H) 9.40 (br. s., 4 H) 9.19 (s, 1 H) 8.50 (d, J=8.61 Hz, 1 H) 8.04 (d, J=2.74 Hz, 1 H) 7.99 (dd, J=9.39, 2.74 Hz, 1 H) 7.51 (d, J=9.39 Hz, 1 H) 6.69-6.78 (m, 1 H) 5.35 (quin, J=8.71 Hz, 1 H) 3.37-3.51 (m, 4 H) 3.20-3.34 (m, 4 H) 2.06-2.18 (m, 2 H) 1.93-2.06 (m, 2 H) 1.66-1.82 (m, 2 H) ppm.

Quelle