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

HRID 1690538노트

반응식

HRID 1690538 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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+].

후처리

  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

출처 및 근거

ORD 기록
ord-f8617443eff94a94b37d845d281c943a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153663B2

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