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Triethylamine → (R)-Methyl 5-(4-(6-benzyl-4,5-dimethylpyridazin-3-yl)-2-methylpiperazin-1-yl)pyrazine-2-carboxylate

HRID 1479998
ノート
印刷プレビュー

反応式

HRID 1479998 の反応式
[CH2:1]([C:8]1[N:9]=[N:10][C:11]([N:16]2[CH2:21][CH2:20][NH:19][C@H:18]([CH3:22])[CH2:17]2)=[C:12]([CH3:15])[C:13]=1[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][O:24][C:25]([C:27]1[CH:32]=[N:31][C:30](Cl)=[CH:29][N:28]=1)=[O:26].CCN(CC)CC>O1CCOCC1>[CH3:23][O:24][C:25]([C:27]1[N:28]=[CH:29][C:30]([N:19]2[CH2:20][CH2:21][N:16]([C:11]3[N:10]=[N:9][C:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[C:13]([CH3:14])[C:12]=3[CH3:15])[CH2:17][C@H:18]2[CH3:22])=[N:31][CH:32]=1)=[O:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 59191647(R)-3-Benzyl-4,5-dimethyl-6-(3-methylpiperazin-1-yl)pyridazine

生成物 1

HCID 59191561(R)-Methyl 5-(4-(6-benzyl-4,5-dimethylpyridazin-3-yl)-2-methylpiperazin-1-yl)pyrazine-2-carboxylate収率 76%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane
溶媒

実験手順

A mixture of compound 47 (6.0 g, 20.27 mmol), 5-chloropyrazine-2-carboxylic acid methyl ester (5.3 g, 30.30 mmol), Et3N (6.2 g, 60.60 mmol) and dioxane (100 mL) is heated to reflux overnight. Solvent is removed. Saturated NH4Cl solution is added and extracted with EtOAc. The organic layer is concentrated to afford the crude product that is purified by chromatography on silica gel (EtOAc/heptane: 50%˜100%) to give the title compound (6.6 g, 76%) as a yellow solid.

後処理

  1. temperatureis heated
  2. temperatureto reflux overnight
  3. customSolvent is removed
  4. additionSaturated NH4Cl solution is added
  5. extractionextracted with EtOAc
  6. concentrationThe organic layer is concentrated
  7. customto afford the crude product that
  8. customis purified by chromatography on silica gel (EtOAc/heptane: 50%˜100%)

出典と根拠

ORDレコード
ord-77f384bffdb143df97a1405d91bc08ae
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09409871B2

反応ノート

読み込み中…

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