Acetate → 1-(3-Pyridylamino)-4-(4-pyridylmethyl)phthalazine

HRID 49865

反応式

HRID 49865 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1.[NH2:19][C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1.C([O-])(=O)C.C(=O)([O-])[O-].[K+].[K+]>>[N:22]1[CH:23]=[CH:24][CH:25]=[C:20]([NH:19][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([CH2:12][C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)=[N:4][N:3]=2)[CH:21]=1

参加物

5

反応物 4

HCID 175AcetateHCID 100093-AminopyridineHCID 11430Potassium CarbonateHCID 19446091-Chloro-4-(4-pyridinylmethyl)phthalazine

生成物 1

HCID 227420081-(3-Pyridylamino)-4-(4-pyridylmethyl)phthalazine

反応条件

温度
90 °C

実験手順

A mixture of 0.511 g (2 mmol) 1-chloro-4-(4-pyridylmethyl)phthalazine and 0.565 g (6 mmol) 3-aminopyridine is heated for 3 h at 90° C. The residue is then distributed between acetate and 20% aqueous potassium carbonate solution. The organic phase dried over anhydrous sodium sulfate is evaporated and the residue purified on silica gel by flash chromatography using acetate/methanol mixtures (49:1 to 4:1). Title compound is obtained after crystallization of the product-containing fractions from acetonitrile and drying under HV (6 h, 80° C.); m.p. 137-139° C.; ESI-MS: (M+H)+=314.

後処理

  1. dry with materialThe organic phase dried over anhydrous sodium sulfate
  2. customis evaporated
  3. customthe residue purified on silica gel by flash chromatography

出典と根拠

ORDレコード
ord-f462d2582a3e4670a175fc0c7446c18b
出典データセット
uspto-grants-2004_03
特許番号
US06710047B2

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