反応 #838500

反応方程式

2-dimethylaminoethanol

sodium hydride

2-chloro-7-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoxaline

2-Chloro-7-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoxaline

→

Dimethyl-(2-{7-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoxalin-2-yloxy}-ethyl)-amine

溶媒

dichloromethane

DMF

DMF

反応条件

後処理

1. 1
   その他at 0-5° C
2. 2
   workup.STIRRINGStir the reaction mixture for an additional 1 h
3. 3
   洗浄Wash the organic solution with brine
4. 4
   乾燥dry over sodium sulfate
5. 5
   ろ過filter
6. 6
   その他evaporate
7. 7
   その他Purify the crude product by column chromatography on silica gel
8. 8
   その他to give

実験手順

Combine of 2-dimethylaminoethanol (180 mg, 2 mmol) with of sodium hydride (48 mg, 2 mmol) in dry DMF (5 mL) at 0-5° C. Stir for 10 min, add 2-chloro-7-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoxaline (Example 83; 60 mg, 0.17 mmol) in DMF (5 mL). Stir the reaction mixture for an additional 1 h. Dilute the mixture with dichloromethane. Wash the organic solution with brine, dry over sodium sulfate, filter and evaporate. Purify the crude product by column chromatography on silica gel to give target compound 35 mg (51%) as white solid. MS (electrospray, m/z) 414.2 (M+1). 1H NMR (CD2Cl2) δ 8.4 (s, 1H), 7.85 (d, 8.8 Hz, 1H), 7.81 (d, 1.6 Hz, 1H), 7.56 (t, 8.0 Hz, 1H), 7.51 (dd, 8.8 Hz, 1.6 Hz, 1H), 7.43 (d, 8.0 Hz, 1H), 7.09 (d, 8.0 Hz, 1H), 4.59 (t, 6 Hz, 2H), 4.27 (t, 7.2 Hz, 2H), 3.13 (t, 7.2 Hz, 2H), 2.80 (t, 6 Hz, 2H), 2.73 (m, 2H), 2.42 (s, 3H), 2.34 (s, 3H).

出典