N,N'-Dimethylethylenediamine → 1-(6-Bromo-2-pyridyl)-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

HRID 57972

反応式

[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[N:13]=[CH:12][C:11]3[CH:14]=[N:15][NH:16][C:10]=3[CH:9]=2)[CH:5]=[N:4][CH:3]=1.[Br:17][C:18]1[C:23](OC)=[CH:22][CH:21]=[C:20](I)[N:19]=1.C(=O)([O-])[O-].[K+].[K+].CNCCNC>[Cu]I>[Br:17][C:18]1[N:19]=[C:20]([N:16]2[C:10]3[CH:9]=[C:8]([C:6]4[CH:5]=[N:4][CH:3]=[C:2]([CH3:1])[N:7]=4)[N:13]=[CH:12][C:11]=3[CH:14]=[N:15]2)[CH:21]=[CH:22][CH:23]=1

参加物

反応条件

温度: 85 °C

実験手順

A solution containing 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (250 mg, 1.18 mmol), 2-bromo-6-iodo-3-methoxypyridine (570 mg, 1.78 mmol), Copper(I) iodide (225 mg, 1.18 mmol), Potassium carbonate (196 mg, 1.42 mmol) and N,N′-Dimethylethylenediamine (0.25 mL, 2.37 mmol) was stirred at 85° C. 4 h. The reaction was filtered through celite and concentrated. The crude product purified by isco column (EtOAc/Hep eluted at 100% EtOAc) to give the desired product 280 mg 59% yield. MS (ESI) m/z: 397.1.

後処理

custom4 h
filtrationThe reaction was filtered through celite
concentrationconcentrated
customThe crude product purified by isco column (EtOAc/Hep eluted at 100% EtOAc)

出典と根拠

ORDレコード: ord-bcdd45b0245d474dbf6f5047b3cb492c
出典データセット: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09434725B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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