반응 #166346

반응 방정식

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

수율 108.2%

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

수율 108.2%

반응 조건

후처리

1. 1
   기타A 10 mL reaction tube vessel
2. 2
   기타an additional 30 minutes
3. 3
   기타at 140° C
4. 4
   여과The resulting solution was filtered through a 0.45 μM
5. 5
   여과filter
6. 6
   세척washed with water
7. 7
   기타The solvent was removed in vacuo

실험 절차

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.

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