Hydrazine hydrate (1:1) → HCID 22124996、化合物

HRID 1858299ノート

反応式

HRID 1858299 の反応式
[NH:1]([C:8]1[N:13]=[C:12]2[N:14]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([CH2:33][CH2:34][N:35]4C(=O)C5=CC=CC=C5C4=O)[CH:28]=3)[C:15](=[O:26])[N:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[CH2:17][C:11]2=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN>ClCCl.CO>[NH2:35][CH2:34][CH2:33][C:29]1[CH:28]=[C:27]([N:14]2[C:12]3=[N:13][C:8]([NH:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[N:9][CH:10]=[C:11]3[CH2:17][N:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[C:15]2=[O:26])[CH:32]=[CH:31][CH:30]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 22124976HCID 22124976、化合物

生成物 1

HCID 22124996HCID 22124996、化合物収率 33%

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

実験手順

A solution of 370 mg (0.6 mmol) of 7-anilino-3-(2,4-dichlorophenyl)-3,4-dihydro-1-[3-(2-phthalimidoethyl)phenyl]pyrimido[4,5-d]pyrimidin-2(1H)-one and 0.3 ml (6 mmol) of hydrazine hydrate in 5 ml of dichloromethane/methanol was stirred at room temperature under an atmosphere of nitrogen overnight. The reaction mixture was evaporated and the residue purified by flash chromatography on silica gel, eluting with dichloromethane/methanol/acetic acid/water (120:14:3:2). Product containing fractions were combined and evaporated and the residue re-evaporated with toluene. The residue was then dissolved in 20 ml of dichloromethane, washed with saturated aqueous sodium bicarbonate (20 ml), dried over magnesium sulfate, filtered and evaporated to give 100 mg (33%) of 1-[3-(2-aminoethyl)phenyl]-7-anilino-3-(2,4-dichlorophenyl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one as a white solid of melting point 131-135° C. [Mass spectrum (ESI) MH+ =505].

後処理

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by flash chromatography on silica gel
  3. washeluting with dichloromethane/methanol/acetic acid/water (120:14:3:2)
  4. additionProduct containing fractions
  5. customevaporated
  6. customthe residue re-evaporated with toluene
  7. dissolutionThe residue was then dissolved in 20 ml of dichloromethane
  8. washwashed with saturated aqueous sodium bicarbonate (20 ml)
  9. dry with materialdried over magnesium sulfate
  10. filtrationfiltered
  11. customevaporated

出典と根拠

ORDレコード
ord-41620a9d56f14e2a8bf44b640225ba1b
出典データセット
uspto-grants-2000_11
特許番号
US06150373

反応ノート

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