Potassium Carbonate → HCID 178466111, 화합물

HRID 1386893노트

반응식

HRID 1386893 반응식
[CH3:1][C:2]([N:5]1[C:9]([OH:10])=[C:8]([C:11](=[O:24])[C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[C:14](I)[C:13]=2[CH3:23])[CH:7]=[N:6]1)([CH3:4])[CH3:3].[CH2:25]([O:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1)[CH3:26].C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(#N)C>[CH3:1][C:2]([N:5]1[C:9]([OH:10])=[C:8]([C:11](=[O:24])[C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[C:14]([C:31]3[CH:32]=[CH:33][C:28]([O:27][CH2:25][CH3:26])=[CH:29][CH:30]=3)[C:13]=2[CH3:23])[CH:7]=[N:6]1)([CH3:4])[CH3:3]

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 80271Tri-o-tolylphosphineHCID 27343514-Ethoxyphenylboronic acidHCID 178428877HCID 178428877, 화합물

생성물 1

HCID 178466111HCID 178466111, 화합물

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 962Water용매2회HCID 6342Acetonitrile용매

실험 절차

A mixture of 1.0 g (2.2 mmol) of 1-(1,1-dimethylethyl)-5-hydroxy-4-(3-iodo-2-methyl-4-methylsulfonylbenzoyl)pyrazole, 0.541 g (3.3 mmol) of 4-ethoxyphenylboronic acid, 0.607 g (4.4 mmol) of potassium carbonate, 0.025 g (0.11 mmol) of palladium(II) acetate, 0.100 g (0.33 mmol) of tri-o-tolylphosphine, 25 mL of acetonitrile, and 3 mL of water was heated at reflux with stirring for 15 min. The resulting mixture was cooled and diluted with water. The mixture obtained was extracted with ether and acidified with concentrated aqueous hydrochloric acid. The yellow precipitate that formed was collected by filtration and recrystallized by dissolving in dichloromethane and then adding hexane to obtain 800 mg (80 percent of theory) of the title compound as a-white solid melting at 110° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux
  3. temperatureThe resulting mixture was cooled
  4. customThe mixture obtained
  5. extractionwas extracted with ether
  6. customThe yellow precipitate that formed
  7. filtrationwas collected by filtration
  8. customrecrystallized
  9. dissolutionby dissolving in dichloromethane

출처 및 근거

ORD 기록
ord-3e1ce6c799b847f8b838b8a397961f9b
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265606B1

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