3-Fluoroaniline → (4-Fluoro-phenyl)-(3-fluoro-phenylamino)-acetic acid

HRID 77010

반응식

HRID 77010 반응식
Br[CH:2]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[F:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17]>C(#N)C.CCOC(C)=O>[F:12][C:9]1[CH:10]=[CH:11][C:6]([CH:2]([NH:17][C:16]2[CH:18]=[CH:19][CH:20]=[C:14]([F:13])[CH:15]=2)[C:3]([OH:5])=[O:4])=[CH:7][CH:8]=1

참가 물질

5

반응물 2

HCID 97423-Fluoroaniline2회HCID 16217752Bromo(4-fluorophenyl)acetic acid

생성물 1

HCID 54890833(4-Fluoro-phenyl)-(3-fluoro-phenylamino)-acetic acid수율 90.1%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

A mixture of 2-bromo-2-(4-fluorophenyl)acetic acid (500 mg, 2.15 mmol) and 3-fluoroaniline (477 mg, 4.29 mmol) in acetonitrile (8 mL) is heated under microwave irradiation at 100° C. for 50 minutes. Then 3-fluoroaniline (238 mg, 2.15 mmol) is added again and reaction is heated at 120° C. for 45 minutes in a microwave oven (LC-MS monitoring: complete conversion). The organic solution is diluted with EtOAc and washed with 2N HCl and then with brine. The organic phase is dried over Na2SO4, filtered and the solvent is evaporated to give intermediate I131 as a white solid (510 mg, 90% yield).

후처리

  1. customreaction
  2. temperatureis heated at 120° C. for 45 minutes in a microwave oven (LC-MS monitoring: complete conversion)
  3. washwashed with 2N HCl
  4. dry with materialThe organic phase is dried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-028285e6183b4505a8eae04ddeb8885b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835682B2

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