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Hydrochloric Acid → (3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone

HRID 1186572
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HRID 1186572 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([F:19])[CH:18]=1)[C:5]([C:7]1[CH:8]=[CH:9][C:10](F)=[C:11]([CH:14]=1)[C:12]#[N:13])=[O:6].O.[NH2:21][NH2:22].Cl>O1CCCC1>[NH2:13][C:12]1[C:11]2[C:10](=[CH:9][CH:8]=[C:7]([C:5]([C:4]3[CH:3]=[C:2]([F:1])[CH:18]=[C:17]([F:19])[CH:16]=3)=[O:6])[CH:14]=2)[NH:22][N:21]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 686714725-(3,5-Difluorobenzoyl)-2-fluorobenzonitrile

생성물 1

HCID 68670985(3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 5-(3,5-difluoro-benzoyl)-2-fluoro-benzonitrile (2.05 g, 7.84 mmol) and hydrazine hydrate (0.73 mL, 15.7 mmol) in dry tetrahydrofuran (100 mL) was stirred at room temperature for 2 hours. The reaction mixture was treated with 37% hydrochloric acid (1.3 mL, 15.7 mmol) for 30 min and then the volatiles were partially evaporated. The reaction mixture was then diluted with water (100 mL) and aqueous NH3 was added to reach neutral pH. The resulting solid was filtered, washed thoroughly with water and dried under vacuum at 60° C. The title compound was obtained as yellow solid (1.75 g, 80% yield).

후처리

  1. customthe volatiles were partially evaporated
  2. additionThe reaction mixture was then diluted with water (100 mL) and aqueous NH3
  3. additionwas added
  4. filtrationThe resulting solid was filtered
  5. washwashed thoroughly with water
  6. customdried under vacuum at 60° C

출처 및 근거

ORD 기록
ord-8b0fe76161174221a9cd3d5f45dccd25
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673893B2

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