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3-Chloro-6-(pyridin-2-yl)pyridazine → 3-(6-Methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine

HRID 574189
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HRID 574189 반응식
[CH3:1][C:2]1[N:7]=[C:6]([Sn](CCCC)(CCCC)CCCC)[CH:5]=[CH:4][CH:3]=1.Cl[C:22]1[N:23]=[N:24][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)=[CH:26][CH:27]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[CH3:1][C:2]1[N:7]=[C:6]([C:22]2[N:23]=[N:24][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)=[CH:26][CH:27]=2)[CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 64179603-Chloro-6-(pyridin-2-yl)pyridazineHCID 114631832-Methyl-6-(tributylstannyl)pyridine

생성물 1

HCID 64179693-(6-Methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

실험 절차

The 3-(6-methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine 44 was prepared according to the general Stille coupling method, starting from a mixture of 2 g (5.23 mmol) of 6-methyl-2-tributylstannylpyridine 22, 666 mg (3.49 mmol) of 3-chloro-6-(pyridin-2-yl)pyridazine 8a, 208 mg (0.18 mmol) of tetrakis(triphenylphosphine)palladium(0) and 50 ml of freshly distilled toluene. The reaction medium is stirred at reflux for 18 h. The residue obtained is chromatographed on silica gel (eluent: ethyl acetate/petroleum ether=2/8). The coupling product 44 is isolated with a yield of 90%.

후처리

  1. customThe 3-(6-methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine 44 was prepared
  2. temperatureat reflux for 18 h
  3. customThe residue obtained
  4. customis chromatographed on silica gel (eluent: ethyl acetate/petroleum ether=2/8)

출처 및 근거

ORD 기록
ord-ab76b00be2fb410f8a234b5951c772bc
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09034873B2

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