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Nitronium tetrafluoroborate → HCID 117601096, 화합물

HRID 1773747
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HRID 1773747 반응식
[NH2:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]([C:13]2[C:14]([CH3:19])=[N:15][O:16][C:17]=2[CH3:18])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].F[B-](F)(F)F.[O:25]=[N+:26]=[O:27]>C(O)(C(F)(F)F)=O>[NH2:1][C:2]1[C:11]([N+:26]([O-:27])=[O:25])=[C:10]([F:12])[C:9]([C:13]2[C:14]([CH3:19])=[N:15][O:16][C:17]=2[CH3:18])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]
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참가 물질

4

반응물 2

HCID 11073463Nitronium tetrafluoroborateHCID 117601064HCID 117601064, 화합물

생성물 1

HCID 117601096HCID 117601096, 화합물

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To a mixture of methyl 2-amino-5-(3,5-dimethylisoxazol-4-yl)-4-fluorobenzoate (14 g, 53 mmol, 1 equiv.) and TFA (100 mL) is slowly added nitronium tetrafluoroborate (9.1 g, 68.9 mmol, 1.3 equiv.). After completion, the mixture was concentrated under reduced pressure. The residue was dissolved and then the residue was dissolved in EtOAc (200 ml) and washed with brine (30 ml×2). The organic solvent was evaporated. Methyl 2-amino-5-(3,5-dimethylisoxazol-4-yl)-4-fluoro-3-nitrobenzoate was used without further purification. 1H NMR (400 MHz, Chloroform-d) δ 6.92 (d, J=5.8 Hz, 1H), 4.24 (s, 4H), 4.07-3.85 (m, 5H), 2.46-2.34 (m, 4H), 2.31-2.22 (m, 5H).

후처리

  1. concentrationAfter completion, the mixture was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved
  3. dissolutionthe residue was dissolved in EtOAc (200 ml)
  4. washwashed with brine (30 ml×2)
  5. customThe organic solvent was evaporated
  6. customMethyl 2-amino-5-(3,5-dimethylisoxazol-4-yl)-4-fluoro-3-nitrobenzoate was used without further purification

출처 및 근거

ORD 기록
ord-ddfc83294eff492cbee6a1454e96bd06
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09255089B2

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