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

HRID 501002

反応式

HRID 501002 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6fa9ab8aece6499dba6053cbaea6e650
出典データセット
uspto-grants-2010_08
特許番号
US07772249B2

関連ノート

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