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Acetic Acid → 8-Ethyl-7,8-dihydro-5-hydroxy-7-oxo-2-phenylpyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

HRID 127368
ノート
印刷プレビュー

反応式

HRID 127368 の反応式
C(O[C:4]([C:6]1[C:7]([NH:18][CH2:19][CH3:20])=[N:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[O:5])C.C([CH:23]([C:27](Cl)=[O:28])[C:24](Cl)=[O:25])C.[Na].[C:31](O)(=[O:33])[CH3:32]>C(OCC)C.C(O)C.O>[CH2:31]([O:33][C:27]([C:23]1[C:24](=[O:25])[N:18]([CH2:19][CH3:20])[C:7]2[N:8]=[C:9]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:10]=[CH:11][C:6]=2[C:4]=1[OH:5])=[O:28])[CH3:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 176Acetic AcidHCID 5360545SodiumHCID 109209242-Ethylpropanedioyl dichlorideHCID 127840724-Ethylamino-2-phenyl-5-pyrimidine-carboxylic acid ethyl ester

生成物 1

HCID 547318648-Ethyl-7,8-dihydro-5-hydroxy-7-oxo-2-phenylpyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

試薬・触媒・溶媒 3

HCID 702
Ethanol
溶媒
HCID 962Water溶媒
HCID 3283Diethyl Ether溶媒

実験手順

To 9.2 g. (0.034 mole) of 4-ethylamino-2-phenyl-5-pyrimidine-carboxylic acid ethyl ester in diethyl ether was added to 2.6 g. (0.017 mole) of ethyl malonyl chloride and then stirred 3 hours at room temperature. The reaction was then filtered and the filtrate stripped to dryness. This residue was dissolved in ethanol and added to a solution of 0.78 g. of sodium (0.034 mole) in ethanol and stirred at room temperature for 10 minutes. Acidification with acetic acid followed by the slow addition of water resulted in the formation of a precipitate. The crude product was removed by filtration and recrystallized from hexane m.p. 175°-177° C.--to give 1.0 g. of the title product.

後処理

  1. filtrationThe reaction was then filtered
  2. dissolutionThis residue was dissolved in ethanol
  3. additionadded to a solution of 0.78 g
  4. customresulted in the formation of a precipitate
  5. customThe crude product was removed by filtration
  6. customrecrystallized from hexane m.p. 175°-177° C.
  7. customto give 1.0 g

出典と根拠

ORDレコード
ord-7a839cecf3a847daa7fceadecd52a48a
出典データセット
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04255568

反応ノート

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