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Triethylamine → 5-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine

HRID 231109
ノート
印刷プレビュー

反応式

HRID 231109 の反応式
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH3:9])[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[CH2:17]([O:19][CH2:20][CH2:21][C:22]1[CH:31]=[CH:30][C:25]([O:26][CH2:27][CH2:28][NH2:29])=[C:24]([CH3:32])[CH:23]=1)[CH3:18]>C1(C)C=CC=CC=1>[Cl:8][C:7]1[C:2]([NH:29][CH2:28][CH2:27][O:26][C:25]2[CH:30]=[CH:31][C:22]([CH2:21][CH2:20][O:19][CH2:17][CH3:18])=[CH:23][C:24]=2[CH3:32])=[N:3][CH:4]=[N:5][C:6]=1[CH3:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 117895374,5-Dichloro-6-methylpyrimidineHCID 139099682-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethan-1-amine

生成物 1

HCID 139099695-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine収率 75.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

1.6 g of 4,5-dichloro-6-methylpyrimidine was dissolved in 50 ml of toluene. 1.0 g of triethylamine and 2.2 g of 2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamine were added to the solution, and the reaction mixture was heated under reflux for 5 hours, whilst stirring. At the end of this time, the reaction mixture was washed with water and dried over anhydrous sodium sulfate. The toluene was removed by distillation under reduced pressure, and the oily product thus obtained was subjected to column chromatography (Wakogel C-200, eluted with a 2:1 by volume mixture of toluene and ethyl acetate) to isolate the product. The crystals thus obtained were recrystallized from hexane to afford 2.6 g of the title compound as colorless needles melting at 57°-58° C.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 5 hours
  3. washAt the end of this time, the reaction mixture was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe toluene was removed by distillation under reduced pressure
  6. customthe oily product thus obtained
  7. washeluted with a 2:1 by volume mixture of toluene and ethyl acetate)
  8. customto isolate the product
  9. customThe crystals thus obtained
  10. customwere recrystallized from hexane

出典と根拠

ORDレコード
ord-d5080429a674458f80aad22769907d15
出典データセット
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04845097

反応ノート

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