Hydrochloric Acid → 8-(4-Fluorophenyl)-4-methyl-7-(pyridin-4-yl)pyrazolo[5,1-c][1,2,4]triazine

HRID 54945

反応式

HRID 54945 の反応式
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1.Cl.[N:21]([O-])=O.[Na+].C(=O)(O)[O-].[Na+].[C:30]1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=CC(=O)C)[CH:35]=CC=C[CH:31]=1>O.ClCCl>[F:19][C:16]1[CH:17]=[CH:18][C:13]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=3)=[N:5][N:6]3[C:30]([CH3:35])=[CH:31][N:21]=[N:1][C:2]=23)=[CH:14][CH:15]=1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 150381-(Triphenylphosphoranylidene)acetoneHCID 516892Sodium BicarbonateHCID 23668193Sodium NitriteHCID 178509114HCID 178509114、化合物

生成物 1

HCID 229090688-(4-Fluorophenyl)-4-methyl-7-(pyridin-4-yl)pyrazolo[5,1-c][1,2,4]triazine収率 34.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒2 回

実験手順

To a mixture of 5-amino-4-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazole (100 mg) and concentrated hydrochloric acid (0.2 ml) in water (0.4 ml) was added sodium nitrite (28 mg) in water (0.12 ml) under ice cooling. The mixture was stirred for 30 minutes and to the mixture were added cold dichloromethane (5 ml), an aqueous saturated sodium bicarbonate (2 ml) solution and 1-(triphenylphosphoranylidene)-2-propanone (126 mg) in dichloromethane (2 ml). The mixture was stirred at 10° C. for 2 hours. The organic layer was separated, dried and concentrated in vacuo. The residue was purified by column chromatography on silica gel and the obtained oil was crystallized from diisopropyl ether to give 8-(4-fluorophenyl)-4-methyl-7-(pyridin-4-yl)pyrazolo[5,1-c][1,2,4]triazine (41 mg).

後処理

  1. stirringThe mixture was stirred at 10° C. for 2 hours
  2. customThe organic layer was separated
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography on silica gel
  6. customthe obtained oil was crystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-f17bbdc8b870482ab97f59b4b5e9954c
出典データセット
uspto-grants-1997_04
特許番号
US05624931

関連ノート

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