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

HRID 1058054ノート

反応式

HRID 1058054 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-82de3dd925d843ec866622319a30d5c6
出典データセット
uspto-grants-2003_02
特許番号
US06514977B1

反応ノート

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