4-Nitrophenol → 4-Nitrophenyl 2-{[3-(trifluoromethyl)phenyl]amino}nicotinate

HRID 1063535노트

반응식

HRID 1063535 반응식
[CH:1]1[CH:2]=[C:3]([C:17]([F:20])([F:19])[F:18])[CH:4]=[C:5]([NH:7][C:8]2[N:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([OH:16])=[O:15])[CH:6]=1.[N+:21]([C:24]1[CH:29]=[CH:28][C:27](O)=[CH:26][CH:25]=1)([O-:23])=[O:22].CCN=C=NCCCN(C)C>C(Cl)Cl>[F:20][C:17]([F:18])([F:19])[C:3]1[CH:4]=[C:5]([NH:7][C:8]2[N:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([O:16][C:27]2[CH:28]=[CH:29][C:24]([N+:21]([O-:23])=[O:22])=[CH:25][CH:26]=2)=[O:15])[CH:6]=[CH:1][CH:2]=1

참가 물질

5

반응물 3

HCID 9804-NitrophenolHCID 4488Niflumic AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

생성물 1

HCID 219481574-Nitrophenyl 2-{[3-(trifluoromethyl)phenyl]amino}nicotinate수율 31.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a warmed (40° C. ) suspension of niflumic acid (10.0 g, 35.4 mmol) and 4-nitrophenol (4.9 g, 35.4 mmol) in CH2Cl2 (80 mL) was added a suspension of EDCI (6.8 g, 35.4 mmol) in CH2Cl2 (20 mL). The reaction was stirred for 16 h, and then cooled to room temperature. The solution was quenched with water (50 mL), and the aqueous layer was extracted with CH2Cl2. The combined organic extracts were washed with water and dried over Na2SO4. The solvent was removed in vacuo, and the residue was purified by trituration with Hex:CH2Cl2 to afford 4-Nitrophenyl 2-{[3-(trifluoromethyl)phenyl]amino}nicotinate (4.5 g, 31%): LCMS RT: 4.03 min, MH+: 404.1.

후처리

  1. temperatureTo a warmed
  2. additionwas added
  3. customThe solution was quenched with water (50 mL)
  4. extractionthe aqueous layer was extracted with CH2Cl2
  5. washThe combined organic extracts were washed with water
  6. dry with materialdried over Na2SO4
  7. customThe solvent was removed in vacuo
  8. customthe residue was purified by trituration with Hex

출처 및 근거

ORD 기록
ord-3cd0593a14ae4ffcaff3973f2e7fa043
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06964971B2

반응 노트

불러오는 중…