Stannous Chloride → 2-(4-Chloro-phenyl)-5,6-difluoro-2H-indazol-3-ylamine

HRID 1690538ノート

反応式

HRID 1690538 の反応式
[Sn](Cl)Cl.[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]=[N:12][C:13]2[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:14]=2[C:15]#[N:16])=[CH:7][CH:6]=1>C(O)C>[Cl:4][C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15]([NH2:16])=[C:14]3[C:13]([CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17]3)=[N:12]2)=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 866402642-(4-Chloro-phenylazo)-4,5-difluoro-benzonitrile

生成物 1

HCID 669051692-(4-Chloro-phenyl)-5,6-difluoro-2H-indazol-3-ylamine収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Tin(II) chloride (11.4 g, 60 mmol) was added to a solution of 2-(4-chloro-phenylazo)-4,5-difluoro-benzonitrile (3.3 g, 12 mmol) in ethanol (91 ml) under an argon atmosphere. The suspension was heated under reflux conditions for 16 h and the solvent removed under reduced pressure. The residue was taken up in half saturated aqueous NaHCO3 solution/EtOAc 1/1, the layers were separated and filtered separately over dicalite. The filtrate of the aqueous layer was extracted two times with EtOAc, the organic layers were combined, washed with ice water and dried over Na2SO4. The solvent was removed under reduced pressure to give the title compound (3.2 g, 11 mmol; 95%) as light brown solid which was used in the next step without further purification. MS: m/e=280.0 [M+H+].

後処理

  1. temperatureThe suspension was heated under reflux conditions for 16 h
  2. customthe solvent removed under reduced pressure
  3. customthe layers were separated
  4. filtrationfiltered separately over dicalite
  5. extractionThe filtrate of the aqueous layer was extracted two times with EtOAc
  6. washwashed with ice water
  7. dry with materialdried over Na2SO4
  8. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-f8617443eff94a94b37d845d281c943a
出典データセット
uspto-grants-2012_04
特許番号
US08153663B2

反応ノート

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