Hydrochloric Acid → Ethyl 8-allyl-5-hydroxy-7-oxo-2-phenyl-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate

HRID 225333ノート

反応式

HRID 225333 の反応式
C(O[C:4]([C:6]1[C:7]([NH:18][CH2:19][CH:20]=[CH2:21])=[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:24]([C:28](Cl)=[O:29])[C:25](Cl)=[O:26])C.O.Cl.[CH2:33]([O:35]CC)[CH3:34]>C(O)C>[CH2:33]([O:35][C:28]([C:24]1[C:25](=[O:26])[N:18]([CH2:19][CH:20]=[CH2:21])[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:29])[CH3:34]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 3283Diethyl EtherHCID 2767635Ethyl 4-(allylamino)-2-phenyl-5-pyrimidinecarboxylateHCID 109209242-Ethylpropanedioyl dichloride

生成物 1

HCID 54726500Ethyl 8-allyl-5-hydroxy-7-oxo-2-phenyl-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To 16.3 g. (0.057 mole) of 4-(2-propenylamino)-2-phenyl-5-pyrimidine carboxylic acid ethyl ester in diethyl ether was added 4.3 g. (0.029 mole) of ethyl malonyl chloride and then stirred 3 hours at room temperature. The reaction was then filtered and stripped to dryness and the residue was added to a solution of 1.3 g. (0.057 mole) of Na in ethanol and stirred at room temperature for 10 minutes. Water was added until the reaction became clear and then acidified with HCl. This solution was chilled in ice and the resulting solid was removed by filtration. Recrystallization from ethyl acetate gave 0.55 g. of title product with m.p. 174°-175° C.

後処理

  1. filtrationThe reaction was then filtered
  2. additionthe residue was added to a solution of 1.3 g
  3. temperatureThis solution was chilled in ice
  4. customthe resulting solid was removed by filtration
  5. customRecrystallization from ethyl acetate
  6. customgave 0.55 g

出典と根拠

ORDレコード
ord-17ed03405f6b4bb78a28952faa7d8544
出典データセット
uspto-grants-1980_11
特許番号
US04236004

反応ノート

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