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Dimethyl methoxymethylenemalonate → Methyl 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carboxylate

HRID 1828532
ノート
印刷プレビュー

反応式

HRID 1828532 の反応式
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].C[O:19][CH:20]=[C:21]([C:26](OC)=O)[C:22]([O:24][CH3:25])=[O:23]>C(Cl)Cl>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][N:14]3[C:20](=[O:19])[C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:26][N:17]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 90770Dimethyl methoxymethylenemalonateHCID 220636524-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridine

生成物 1

HCID 22063631Methyl 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carboxylate収率 57.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
160 °C

実験手順

4-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridine (497 mg) and dimethyl methoxymethylenemalonate (425 mg) were dissolved in methylene chloride, and stirred at 90°0 C. for 2 hours while the solvent was evaporated. The reaction mixture was added with propionic acid (0.5 ml) and heated at 160° C. for 10 hours with stirring. The reaction mixture was cooled, then added with ethyl acetate, washed with saturated sodium hydrogencarbonate and dried over sodium over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the title compound (416 mg).

後処理

  1. customfor 2 hours while the solvent was evaporated
  2. additionThe reaction mixture was added with propionic acid (0.5 ml)
  3. stirringwith stirring
  4. temperatureThe reaction mixture was cooled
  5. additionadded with ethyl acetate
  6. washwashed with saturated sodium hydrogencarbonate
  7. dry with materialdried over sodium over sodium sulfate
  8. customThe solvent was evaporated under reduced pressure
  9. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-9ac72b0c35b0409c988a2d7aac262c1c
出典データセット
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07056917B2

反応ノート

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