Acetone → HCID 12901337、化合物

HRID 1065517ノート

反応式

HRID 1065517 の反応式
CC(C)=O.[F:5][C:6]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:11]([OH:12])[NH:10][C:9](=[O:13])[NH:8][C:7]1=O.C(OC(=O)C)(=O)C.[NH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>N1C=CC=CC=1>[F:5][C:6]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:7]([N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[NH:8][C:9](=[O:13])[NH:10][C:11]1=[O:12]

参加物

6

反応物 4

HCID 180AcetoneHCID 7918Acetic AnhydrideHCID 8082PiperidineHCID 12901279HCID 12901279、化合物

生成物 1

HCID 12901337HCID 12901337、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

In 20 ml. of acetone is dissolved 4.40 g. of ethyl 5-fluoro-6-hydroxy-1,2,3,4,5,6-hexahydro-2,4-dioxo-pyrimidine-5-carboxylate, followed by the addition of 2.5 ml. of acetic anhydride. To this is further added dropwise 2 ml. of pyridine and the mixture is allowed to stand at room temperature for 24 hours. To the colorless reaction mixture thus obtained is added dropwise 5.9 ml. of piperidine, whereby the reaction takes place with evolution of heat. After 5.5 hours' standing at room temperature, volatiles are distilled off under reduced pressure and the yellow oily residue is dissolved in chloroform. The solution is subjected to column chromatography on silica gel (80 g., solvent:chloroform). The fractions rich in the desired compound are concentrated under reduced pressure to recover 5.20 g. of a white solid. Upon recrystallization from chloroform-hexane, 3.0 g. of ethyl 5-fluoro-6-piperidino-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate is obtained as colorless needles.

後処理

  1. additionTo this is further added dropwise 2 ml
  2. customTo the colorless reaction mixture thus obtained
  3. additionis added dropwise 5.9 ml
  4. temperatureof heat
  5. waitAfter 5.5 hours' standing at room temperature
  6. distillationvolatiles are distilled off under reduced pressure
  7. dissolutionthe yellow oily residue is dissolved in chloroform
  8. concentrationThe fractions rich in the desired compound are concentrated under reduced pressure
  9. customto recover 5.20 g
  10. customUpon recrystallization from chloroform-hexane, 3.0 g

出典と根拠

ORDレコード
ord-ca6dfab6485745dba958dcf5aa4ba3ad
出典データセット
uspto-grants-1982_05
特許番号
US04329460

反応ノート

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