1-Methylimidazole → 3-{2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone

HRID 846018노트

반응식

HRID 846018 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([O:20][CH3:21])[N:13]=2)[C:3]=1[C:4]([OH:6])=O.S(O)(O)(=O)=O.[NH2:27][N:28]1[CH2:32][CH2:31][O:30][C:29]1=[O:33].C(C1C=C(C(C)C)C=C(C(C)C)C=1S(Cl)(=O)=O)(C)C.CN1C=CN=C1>CN(C)C=O.O.C(N(CC)CC)C>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([O:20][CH3:21])[N:13]=2)[C:3]=1[C:4]([NH:27][N:28]1[CH2:32][CH2:31][O:30][C:29]1=[O:33])=[O:6]

참가 물질

8

반응물 4

HCID 13901-MethylimidazoleHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 12228384N-amino-1,3-oxazolidin-2-one sulphateHCID 156119442-Chloro-6-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acid

생성물 1

HCID 198844333-{2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

1.24 Grams of 2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid was dissolved in 20 ml of N,N-dimethylformamide. To the solution were added 1.20 g of 3-amino-2-oxazolidinone sulfate, 0.67 g of triethylamine, 1.82 g of 2,4,6-triisopropylbenzenesulfonyl chloride and 0.98 g of 1-methylimidazole. The resulting solution was stirred at room temperature for 3 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer separated therefrom was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed from the dried layer under reduced pressure to obtain a residue. Purifying the residue with thin layer chromatography (silica gel, chloroform/methanol: 9/1 by volume) gave 0.2 g of 3-{2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone (present compound (172)).

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer separated
  3. washtherefrom was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed from the dried layer under reduced pressure
  6. customto obtain a residue
  7. customPurifying the residue with thin layer chromatography (silica gel, chloroform/methanol: 9/1 by volume)

출처 및 근거

ORD 기록
ord-07a37fbf9f714142ae2458cbbf31f6ff
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05135563

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