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Potassium Carbonate → 3-(3-Methanesulfonyl-6-methoxy-4-oxo-3,4-dihydro-phthalazin-yl)-propionic acid ethyl ester

HRID 2268919
ノート
印刷プレビュー

反応式

HRID 2268919 の反応式
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][CH2:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[C:10](=[O:19])[NH:9][N:8]=1)[CH3:2].[H-].[Na+].[CH3:23][S:24](Cl)(=[O:26])=[O:25].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][CH2:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[C:10](=[O:19])[N:9]([S:24]([CH3:23])(=[O:26])=[O:25])[N:8]=1)[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

6

反応物 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 31297Methanesulfonyl chloride2 回HCID 9903689HCID 9903689、化合物

生成物 1

HCID 698318053-(3-Methanesulfonyl-6-methoxy-4-oxo-3,4-dihydro-phthalazin-yl)-propionic acid ethyl ester収率 17.5%

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

反応条件

温度
55 °C

実験手順

A suspension of 3-(6-methoxy-4-oxo-3,4-dihydro-phthalazin-1-yl)-propionic acid ethyl ester (4 g, 0.0145 mole), prepared as described in example 119, and NaH (0.638 g, 0.016 mole) in acetonitrile (80 ml) was heated at 55° C. After 2 hours the mixture was cooled, added with methanesulfonyl chloride (1.35 ml, 0.017 mole), and stirred at room temperature overnight. K2CO3 (2 g, 0.0145 mole) and methanesulfonyl chloride (1.12 ml, 0.0145 mole) were added, and the mixture was stirred overnight, then dried and partitioned between water and CHCl3. The organic phase was washed with a K2CO3 solution, anhydrified and dried to give a residue which was chromatographed (eluent: CH2Cl2/ethyl acetate 95:5). The resultant solid was crystallised from acetonitrile (5 ml) to give 0.9 g of the title compound (yield: 17.5%).

後処理

  1. customprepared
  2. temperatureAfter 2 hours the mixture was cooled
  3. stirringthe mixture was stirred overnight
  4. customdried
  5. custompartitioned between water and CHCl3
  6. washThe organic phase was washed with a K2CO3 solution
  7. customdried
  8. customto give a residue which
  9. customwas chromatographed (eluent: CH2Cl2/ethyl acetate 95:5)
  10. customThe resultant solid was crystallised from acetonitrile (5 ml)

出典と根拠

ORDレコード
ord-92ee133d373a4bdb8048506c0e64dd14
出典データセット
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06329370B1

反応ノート

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