HCID 3145500、化合物 → HCID 15392100、化合物

HRID 619125ノート

反応式

HRID 619125 の反応式
Br[CH:2]([C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:12])[CH:3]=O.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]1[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:25]([CH3:32])[NH:24][C:23](=[S:33])[NH:22]1>O1CCCC1>[Cl:12][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]([Cl:11])[C:5]=1[C:2]1[S:33][C:23]2=[N:24][C:25]([CH3:32])=[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:21]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[O:14][CH3:13])[N:22]2[CH:3]=1

参加物

4

反応物 2

HCID 3145500HCID 3145500、化合物HCID 11032855HCID 11032855、化合物

生成物 1

HCID 15392100HCID 15392100、化合物収率 56.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2.0 g (7.5 mmol) of α-bromo-2,6-dichlorophenyl-acetaldehyde and 2.08 g (6.8 mmol) of ethyl (RS)-4-(2-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate in 40 ml of tetrahydrofuran was stirred at RT for 17 h. Subsequently, the mixture was cooled to 0° C. and the precipitated solid was filtered off, dissolved in 75 ml of conc. acetic acid and heated at reflux while stirring for 24 h. The reaction mixture was concentrated and the residue was purified by column chromatography on silica gel (ethyl acetate). There were obtained 1.82 g (51%) of ethyl (RS)-2-(2,6-dichlorophenyl)-5-(2-methoxyphenyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate as a yellow foam.

後処理

  1. temperatureSubsequently, the mixture was cooled to 0° C.
  2. filtrationthe precipitated solid was filtered off
  3. dissolutiondissolved in 75 ml of conc. acetic acid
  4. temperatureheated
  5. temperatureat reflux
  6. stirringwhile stirring for 24 h
  7. concentrationThe reaction mixture was concentrated
  8. customthe residue was purified by column chromatography on silica gel (ethyl acetate)

出典と根拠

ORDレコード
ord-9fc451155f804578a059127690f556e1
出典データセット
uspto-grants-1999_09
特許番号
US05958931

反応ノート

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