Hydrazine hydrate (1:1) → HCID 22124996, 화합물

HRID 1858299노트

반응식

HRID 1858299 반응식
[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

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 22124976HCID 22124976, 화합물

생성물 1

HCID 22124996HCID 22124996, 화합물수율 33%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

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].

후처리

  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

출처 및 근거

ORD 기록
ord-41620a9d56f14e2a8bf44b640225ba1b
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06150373

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