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(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid methoxy-methyl-amide → 1-[(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-ethanone

HRID 1480005
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인쇄 미리보기

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HRID 1480005 반응식
CON(C)[C:4]([C:6]1[N:7]=[CH:8][C:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[N:19]=[N:20][C:21]([CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[C:22]([CH3:25])[C:23]=3[CH3:24])[CH2:14][C@H:13]2[CH3:33])=[N:10][CH:11]=1)=[O:5].[CH3:35][Mg]I>C1COCC1>[CH2:26]([C:21]1[N:20]=[N:19][C:18]([N:15]2[CH2:16][CH2:17][N:12]([C:9]3[CH:8]=[N:7][C:6]([C:4](=[O:5])[CH3:35])=[CH:11][N:10]=3)[C@H:13]([CH3:33])[CH2:14]2)=[C:23]([CH3:24])[C:22]=1[CH3:25])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 59191539(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid methoxy-methyl-amideHCID 178418373HCID 178418373, 화합물

생성물 1

HCID 451071751-[(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-ethanone수율 86.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-5′-carboxylic acid methoxy-methyl-amide (example 142, 450 mg, 0.975 mmol) is dissolved in THF (1 mL) and cooled to 0° C. A dropwise addition of methyl magnesium iodide (325 μL, 0.975 mmol) is added dropwise. Reaction is warmed to room temperature and continues to stir for 16 h. Add H2O (1 drop) and concentrate reaction mixture in vacuo. The residue is purified by flash chromatography on silica gel (60-100% EtOAc/Heptane and 0-8% MeOH/EtOAc) to afford the title compound (350 mg, 86%).

후처리

  1. additionis added dropwise
  2. customReaction
  3. temperatureis warmed to room temperature
  4. concentrationAdd H2O (1 drop) and concentrate
  5. customreaction mixture in vacuo
  6. customThe residue is purified by flash chromatography on silica gel (60-100% EtOAc/Heptane and 0-8% MeOH/EtOAc)

출처 및 근거

ORD 기록
ord-800833033cea45f293e8ccda7b888cf6
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409871B2

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