تفاعل #166346

معادلة التفاعل

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

المردود 108.2%

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

المردود 108.2%

ظروف التفاعل

المعالجة

1. 1
   أخرىA 10 mL reaction tube vessel
2. 2
   أخرىan additional 30 minutes
3. 3
   أخرىat 140° C
4. 4
   ترشيحThe resulting solution was filtered through a 0.45 μM
5. 5
   ترشيحfilter
6. 6
   غسيلwashed with water
7. 7
   أخرىThe solvent was removed in vacuo

الإجراء التجريبي

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.

المصدر