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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
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HRID 1479998 반응식
[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]
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane
용매

실험 절차

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.

후처리

  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%)

출처 및 근거

ORD 기록
ord-77f384bffdb143df97a1405d91bc08ae
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409871B2

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