Ethyl Acetate → 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester

HRID 1669323노트

반응식

HRID 1669323 반응식
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][C:12]([CH:15]([OH:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[CH3:25][O:26][C:27](=[O:36])[C:28]1[CH:33]=[CH:32][C:31](O)=[C:30]([F:35])[CH:29]=1.C(P(CCCC)CCCC)CCC.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH3:25][O:26][C:27](=[O:36])[C:28]1[CH:33]=[CH:32][C:31]([O:22][CH:15]([C:12]2[CH:13]=[N:14][C:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:23])([F:1])[F:24])=[CH:8][CH:7]=3)=[CH:10][CH:11]=2)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:30]([F:35])[CH:29]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 13831TributylphosphineHCID 7019368Methyl 3-fluoro-4-hydroxybenzoateHCID 597294261-[6-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol

생성물 1

HCID 673420373-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester수율 57%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Combine 1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol (0.050 g, 0.15 mmol) and 3-fluoro-4-hydroxy-benzoic acid methyl ester (0.030 g, 0.18 mmol) in toluene (0.5 mL). Add 1,1′-(diazocarbonyl)dipiperidine (0.057 g, 0.23 mmol) followed by tributyl-phosphine (0.06 mL, 0.23 mmol) under inert atmosphere. Stir at room temperature for 16 hours. Dilute reaction with ethyl acetate filter and remove solvent under reduced pressure. Purify on silica gel chromatography (0-40% ethyl acetate/hexane gradient) to provide 0.04 g of title compound (57%).

후처리

  1. additionDilute
  2. filtrationfilter
  3. customremove solvent under reduced pressure
  4. customPurify on silica gel chromatography (0-40% ethyl acetate/hexane gradient)

출처 및 근거

ORD 기록
ord-2f5d59a80d184d05a9a70aca7a3be0b1
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989457B2

반응 노트

불러오는 중…