Sodium Carbonate → 2-Chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

HRID 405243

反応式

HRID 405243 の反応式
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[Cl:9].[F:10][C:11]([F:22])([F:21])[C:12]1[CH:17]=[CH:16][C:15](B(O)O)=[CH:14][CH:13]=1.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1.CCOC(C)=O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:9][C:3]1[CH:4]=[C:5]([NH2:6])[CH:7]=[CH:8][C:2]=1[C:15]1[CH:16]=[CH:17][C:12]([C:11]([F:22])([F:21])[F:10])=[CH:13][CH:14]=1

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 888884-Bromo-3-chloroanilineHCID 27343894-(Trifluoromethyl)phenylboronic acid

生成物 1

HCID 688342842-Chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

4-bromo-3-chloroaniline (2.1 g, 10.2 mmol), (4-(trifluoromethyl)phenyl)boronic acid (2.7 g, 14.2 mmol), Pd(dppf)Cl2 (744 mg, 1.0 mmol), 2M aqueous Na2CO3 (15.3 mL, 30.5 mmol) were dissolved in 1,4-dioxane (30 mL) and the resulting mixture was heated to 90° C. After 16 h the resulting mixture was cooled to room temperature, was diluted with EtOAc, washed with water and brine. The organic layer was dried (Na2SO4), concentrated and diethyl ether was added. The resulting precipitate was filtered and dried in vacuo to yield the title compound.

後処理

  1. temperatureAfter 16 h the resulting mixture was cooled to room temperature
  2. washwashed with water and brine
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. concentrationconcentrated
  5. additiondiethyl ether was added
  6. filtrationThe resulting precipitate was filtered
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-d72259e8bf7c48729e74a335ef3854e4
出典データセット
uspto-grants-2014_06
特許番号
US08748624B2

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