Sodium Carbonate → 6-Chloro-4-(4-methoxy-2-methylphenyl)-3-pyridazineamine

HRID 501002

반응식

HRID 501002 반응식
Br[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[N:4][C:3]=1[NH2:9].[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15](B(O)O)=[C:14]([CH3:21])[CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C>[Cl:8][C:6]1[N:5]=[N:4][C:3]([NH2:9])=[C:2]([C:15]2[CH:16]=[CH:17][C:12]([O:11][CH3:10])=[CH:13][C:14]=2[CH3:21])[CH:7]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 2773486(4-Methoxy-2-methylphenyl)boronic acidHCID 220244193-Amino-4-bromo-6-chloropyridazine

생성물 1

HCID 220244746-Chloro-4-(4-methoxy-2-methylphenyl)-3-pyridazineamine수율 54.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

4-Bromo-6-chloro-3-pyridazineamine (12 g) and 4-methoxy-2-methylphenylboronic acid (10.5 g) were dissolved in a mixed solvent of toluene (240 mL) and ethanol (45 mL), then tetrakistriphenylphosphine palladium complex (6.7 g) and a 2M aqueous sodium carbonate solution (24 mL) were added thereto, and the mixture was heated under stirring at 100° C. for 12 hours. After completion of the reaction, the solvent was evaporated. The residue was extracted with ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:4) to give the title compound (7.89 g) as brown crystals.

후처리

  1. temperaturethe mixture was heated
  2. customAfter completion of the reaction
  3. customthe solvent was evaporated
  4. extractionThe residue was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:4)

출처 및 근거

ORD 기록
ord-6fa9ab8aece6499dba6053cbaea6e650
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772249B2

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