Sodium Carbonate → HCID 178517313, 화합물

HRID 1845967노트

반응식

HRID 1845967 반응식
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

참가 물질

8

반응물 4

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

생성물 1

HCID 178517313HCID 178517313, 화합물수율 53%

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매2회HCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl촉매2회HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-0fba0a1744804e45bcbf3c1d6c59941c
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08951964B2

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