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Nitronium tetrafluoroborate → HCID 117601096、化合物

HRID 1773747
ノート
印刷プレビュー

反応式

HRID 1773747 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11073463Nitronium tetrafluoroborateHCID 117601064HCID 117601064、化合物

生成物 1

HCID 117601096HCID 117601096、化合物

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ddfc83294eff492cbee6a1454e96bd06
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09255089B2

反応ノート

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