Hydrazine → N-[5-(4-chlorophenyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]-4-N,1-dimethyl-4-piperidinamine, dihydrate

HRID 861084노트

반응식

HRID 861084 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:20])[C:9](=[C:16]2SCS2)[C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH3:21][N:22]1[CH2:27][CH2:26][CH:25]([NH:28][CH3:29])[CH2:24][CH2:23]1.[NH2:30][NH2:31]>C1(C)C=CC=CC=1>[OH2:20].[OH2:20].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:31][N:30]=[C:16]([N:28]([CH3:29])[CH:25]3[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH2:24]3)[C:9]=2[C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 9321HydrazineHCID 5663231-Methyl-4-(methylamino)piperidineHCID 155168911-(4-Chlorophenyl)-2-(1,3-dithietan-2-ylidene)-2-(4-pyridinyl)ethanone

생성물 1

HCID 131723417N-[5-(4-chlorophenyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]-4-N,1-dimethyl-4-piperidinamine, dihydrate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 1-(4-chlorophenyl)-2-(1,3-dithietan-2-ylidene)-2-(4-pyridinyl)ethanone (3.2 g, 0.01 mol; prepared as set forth in Step 1 of Example A-341) and 1-methyl-4-methylaminopiperidine (3.8 g, 0.03 mol) in 30 mL of toluene refluxed for six hours under nitrogen. The mixture was cooled and solvent was removed under vacuum. The residue was dissolved in dry tetrahydrofuran (30 mL) and anyhydrous hydrazine (650 mg, 0.02 mol) was added. The reaction mixture was stirred at room temperature under nitrogen for 16 hours. The resulting precipitate was filtered and warmed in methanol and a few drops of concentrated ammonium hydroxide. The mixture was filtered hot and the filtrate blown down to half the volume. As the filtrate cooled, a product separated and was filtered to give 395 of pure N-[5-(4-chlorophenyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]-4-N,1-dimethyl-4-piperidinamine, dihydrate, m.p. 260–261° C. Anal. Calc'd for C21H24ClN5.2H2O: C, 60.35; H, 6.75; N, 16.76. Found: C, 59.89; H, 6.56; N: 16.40.

후처리

  1. customprepared
  2. temperaturerefluxed for six hours under nitrogen
  3. temperatureThe mixture was cooled
  4. customsolvent was removed under vacuum
  5. dissolutionThe residue was dissolved in dry tetrahydrofuran (30 mL)
  6. filtrationThe resulting precipitate was filtered
  7. temperaturewarmed in methanol
  8. filtrationThe mixture was filtered hot
  9. temperatureAs the filtrate cooled
  10. customa product separated
  11. filtrationwas filtered

출처 및 근거

ORD 기록
ord-01c5c42df5cc466aa07ff528a3bcc69d
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153959B2

반응 노트

불러오는 중…