Sodium Carbonate → HCID 178517313、化合物

HRID 1845967ノート

反応式

HRID 1845967 の反応式
C(O[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1B(O)O)=[O:5])C.Br[C:16]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:17]=1[NH2:18].C([O-])(=O)C.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2CCCCC2)C2C=CC=CC=2C2C(OC)=CC=CC=2OC)CCCCC1.C(O)C>[F:23][C:20]1[CH:21]=[CH:22][C:16]2[C:17]([CH:19]=1)=[N:18][C:4]([OH:5])=[C:6]1[C:7]=2[CH:8]=[CH:9][CH:10]=[CH:11]1

参加物

8

反応物 4

HCID 10340Sodium CarbonateHCID 517045Sodium AcetateHCID 27733172-Bromo-5-fluoroanilineHCID 27734052-(Ethoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)2 回

生成物 1

HCID 178517313HCID 178517313、化合物収率 53%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒2 回HCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl触媒2 回HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 2-(ethoxycarbonyl)phenylboronic acid (7.0 g, 39 mmol), 2-bromo-5-fluoroaniline (7.4 g, 39 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (S-Phos, 0.32 g, 0.78 mmol), sodium acetate (4.1 g, 39 mmol), and palladium acetate (0.087 g, 0.39 mmol) in 18 ml. of ethanol was heated with stirring at 80° C. for 18 h. Additional 2-(ethoxycarbonyl)phenylboronic acid (2.0 g), S-Phos (0.095 g), palladium acetate (0.020 g), and sodium carbonate (1.2 g) was added and the mixture was stirred for 18 h. The solvent was removed by evaporation under reduced pressure, and the resulting solid was isolated by vacuum filtration, washing the remaining solid with water and then hexane. The remaining solid and dried in vacuo @50° C. to provide the title compound (4.39 g, 53% yield) which was used without further purification.

後処理

  1. stirringthe mixture was stirred for 18 h
  2. customThe solvent was removed by evaporation under reduced pressure
  3. customthe resulting solid was isolated by vacuum filtration
  4. washwashing the remaining solid with water
  5. customThe remaining solid and dried in vacuo @50° C.

出典と根拠

ORDレコード
ord-0fba0a1744804e45bcbf3c1d6c59941c
出典データセット
uspto-grants-2015_02
特許番号
US08951964B2

反応ノート

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