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Methyl[5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]acetate → Methyl 2-[2-[(3-chlorophenyl)methyl]-9-hydroxy-1,8-dioxo-pyrido[1,2-a]pyrazin-7-yl]acetate

HRID 1349483
ノート
印刷プレビュー

反応式

HRID 1349483 の反応式
C([O:8][C:9]1[C:10](=[O:37])[C:11]([CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:12][N:13]([CH2:26][CH:27](OC)OC)[C:14]=1[C:15](=[O:25])[NH:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)C1C=CC=CC=1>FC(F)(F)C(O)=O>[Cl:24][C:20]1[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=1)[CH2:17][N:16]1[CH:27]=[CH:26][N:13]2[CH:12]=[C:11]([CH2:32][C:33]([O:35][CH3:36])=[O:34])[C:10](=[O:37])[C:9]([OH:8])=[C:14]2[C:15]1=[O:25]
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

3

反応物 1

HCID 58859124Methyl[5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]acetate

生成物 1

HCID 54707920Methyl 2-[2-[(3-chlorophenyl)methyl]-9-hydroxy-1,8-dioxo-pyrido[1,2-a]pyrazin-7-yl]acetate収率 80%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
70 °C

実験手順

Methyl [5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]acetate (30 mg) was dissolved in trifluoroacetic acid (1 ml) and the mixture was stirred at 70° C. for 4 hr. The mixture was cooled and concentrated. Toluene was added to the residue and the mixture was concentrated again, which operations were performed twice. Crystallization from ethyl acetate-diisopropyl ether gave methyl [2-(3-chlorobenzyl)-9-hydroxy-1,8-dioxo-1,8-dihydro-2H-pyrido[1,2-a]pyrazin-7-yl]acetate (17 mg).

後処理

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated
  3. additionToluene was added to the residue
  4. concentrationthe mixture was concentrated again
  5. customCrystallization from ethyl acetate-diisopropyl ether

出典と根拠

ORDレコード
ord-aab95231e85e43d8ae8df371b2ad395c
出典データセット
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07211572B2

反応ノート

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