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Ethyl Acetate → 5-Cyano-4-(3-methoxyphenyl)-2-methylthio-6-(1,1-bis(ethoxycarbonyl)prop-3-yl)pyrimidine

HRID 1766081
ノート
印刷プレビュー

反応式

HRID 1766081 の反応式
[C:1]([C:3]1[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[N:5][C:6]([S:11][CH3:12])=[N:7][C:8]=1[CH:9]=[CH2:10])#[N:2].[C:21](=[O:24])([O-:23])[O-].[K+].[K+].[CH2:27](C(CC)(C([O-])=O)C([O-])=O)[CH3:28].[CH3:38][CH2:39][O:40][C:41]([CH3:43])=[O:42]>C(O)C.C1(C)C=CC=CC=1.Cl>[C:1]([C:3]1[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[N:5][C:6]([S:11][CH3:12])=[N:7][C:8]=1[CH2:9][CH2:10][CH:43]([C:41]([O:40][CH2:39][CH3:38])=[O:42])[C:21]([O:23][CH2:27][CH3:28])=[O:24])#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 69515632,2-DiethylpropanedioateHCID 211090865-Cyano-4-(3-methoxyphenyl)-2-methylthio-6-vinyl-pyrimidine

生成物 1

HCID 211090855-Cyano-4-(3-methoxyphenyl)-2-methylthio-6-(1,1-bis(ethoxycarbonyl)prop-3-yl)pyrimidine

試薬・触媒・溶媒 3

HCID 313
Hydrochloric Acid
溶媒
HCID 702Ethanol溶媒
HCID 1140Toluene溶媒

実験手順

5-Cyano-4-(3-methoxyphenyl)-2-methylthio-6-vinyl-pyrimidine (example 25a) was dissolved in a mixture of ethanol (2 ml) and toluene (2 ml). Potassium carbonate (690 mg) and diethylmalonate (272 μl) were added and the mixture was stirred at room temperature for 4 h. The reaction mixture was then poured in a mixture of 0.5M aq. HCl (25 ml) and EtOAc (50 ml). The organic layer was washed with H2O (50 ml) and sat. aq. NaCl (50 ml), dried (MgSO4) and concentrated under reduced pressure. The title compound was purified by chromatography on silica gel with toluene/EtOAC=100/0 to 95/5 (v/v) as eluent.

後処理

  1. washThe organic layer was washed with H2O (50 ml) and sat. aq. NaCl (50 ml)
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe title compound was purified by chromatography on silica gel with toluene/EtOAC=100/0 to 95/5 (v/v) as eluent

出典と根拠

ORDレコード
ord-22c5850948a84a268cdf232a3a50e7e0
出典データセット
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07229990B2

反応ノート

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