2-(4-Cyclopentyl-piperazin-1-yl)-isonicotinonitrile → C-[2-(4-Cyclopentyl-piperazin-1-yl)-pyridin-4-yl]-methylamine

HRID 1432144노트

반응식

HRID 1432144 반응식
[CH:1]1([N:6]2[CH2:11][CH2:10][N:9]([C:12]3[CH:13]=[C:14]([CH:17]=[CH:18][N:19]=3)[C:15]#[N:16])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>CO.C(OCC)(=O)C.N.[Ni]>[CH:1]1([N:6]2[CH2:11][CH2:10][N:9]([C:12]3[CH:13]=[C:14]([CH2:15][NH2:16])[CH:17]=[CH:18][N:19]=3)[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

7

반응물 2

HCID 623696172-(4-Cyclopentyl-piperazin-1-yl)-isonicotinonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 55064210C-[2-(4-Cyclopentyl-piperazin-1-yl)-pyridin-4-yl]-methylamine

시약·촉매·용매 4

HCID 935Nickel촉매HCID 222Ammonia용매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2.8 g (11 mmol) 2-(4-cyclopentyl-piperazin-1-yl)-isonicotinonitrile in 10 ml methanol, 15 ml ethyl acetate and 5 ml ammonia was hydrogenated over Raney Nickel with 1 bar hydrogen at 30° C. for 4 h. The mixture was filtered and the residue was washed with 20 ml ethyl acetate three times. After evaporation of the organic phase the residue was purified with preparative HPLC on reversed phase to yield after evaporation of the combined product fractions 1.21 g (42%) of the title compound as yellow solid. (m/e): 261.3 (MH+; 100%).

후처리

  1. filtrationThe mixture was filtered
  2. washthe residue was washed with 20 ml ethyl acetate three times
  3. customAfter evaporation of the organic phase the residue
  4. customwas purified with preparative HPLC on reversed phase
  5. customto yield
  6. customafter evaporation of the combined product fractions 1.21 g (42%) of the title compound as yellow solid

출처 및 근거

ORD 기록
ord-1852fe1df1e6453eabf0746f53880e3f
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612076B2

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