Pyridine → 4-Hydroxy-3-(4-trifluoromethoxy-benzoylamino)-benzoic acid

HRID 252235

반응식

HRID 252235 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].N1C=CC=CC=1.[F:18][C:19]([F:31])([F:30])[O:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>C1COCC1>[OH:11][C:10]1[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=1[NH:1][C:25](=[O:26])[C:24]1[CH:28]=[CH:29][C:21]([O:20][C:19]([F:18])([F:30])[F:31])=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 650833-Amino-4-hydroxybenzoic acidHCID 1421104-(Trifluoromethoxy)benzoyl Chloride

생성물 1

HCID 600571974-Hydroxy-3-(4-trifluoromethoxy-benzoylamino)-benzoic acid수율 57.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 3-Amino-4-hydroxy benzoic acid (0.136, 0.00089 mols) and pyridine (0.211 g, 0.00267 mols) in 13 ml dry THF is added 4-trifluoromethoxybenzoyl chloride (0.2 g, 0.00089 mols) and the solution is stirred under nitrogen atmosphere at RT for 10 hrs and then refluxed for 3 hrs. The reaction mixture is rotary evaporated and the residue is slurried in water and filtered to get the amide (0.175 g) which is taken for the next step without further purification.

후처리

  1. temperaturerefluxed for 3 hrs
  2. customThe reaction mixture is rotary evaporated
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-2994cb0e83df417f9862d61358c83ade
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868033B2

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