Hydrazine hydrate (1:1) → 4-(4-Amino-phenyl)-1H-pyrazolo[3,4-c]pyridin-3-ylamine

HRID 1159449노트

반응식

HRID 1159449 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[N:14][CH:13]=[C:12](Cl)[C:9]=2[C:10]#[N:11])=[CH:4][CH:3]=1.O.[NH2:18][NH2:19]>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:15]=[N:14][CH:13]=[C:12]3[NH:18][N:19]=[C:10]([NH2:11])[C:9]=23)=[CH:6][CH:7]=1

참가 물질

3

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 451233613-(4-Aminophenyl)-5-chloroisonicotinonitrile

생성물 1

HCID 671274914-(4-Amino-phenyl)-1H-pyrazolo[3,4-c]pyridin-3-ylamine

실험 절차

The product from Example 1C (1.4 g) in hydrazine hydrate (10 mL) was heated at 110° C. for 3 hours, cooled to room temperature, and partitioned between water and ethyl acetate. The organic layer was dried (Na2SO4), filtered, and the filtrate was concentrated under reduced pressure. The residue was purified via silica gel chromatography eluting with 8% methanol in CH2Cl2 to provide 0.5 g of the title compound as a yellow solid. MS (ESI(+)) m/e 225 (M+H)+.

후처리

  1. custompartitioned between water and ethyl acetate
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified via silica gel chromatography
  6. washeluting with 8% methanol in CH2Cl2

출처 및 근거

ORD 기록
ord-8812fa15ca2e4720b3569a0128ec1d38
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812166B2

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