Hydrochloric Acid → (E)-6-(4-chlorostyryl)pyrimidin-4(3H)-one

HRID 2059879ノート

反応式

HRID 2059879 の反応式
Cl[C:2]1[CH:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[N:5]=[CH:4][N:3]=1.C1N2CCN(CC2)C1.C(=O)([O-])[O-:26].[K+].[K+].Cl>O1CCOCC1.O>[Cl:16][C:13]1[CH:14]=[CH:15][C:10](/[CH:9]=[CH:8]/[C:6]2[N:5]=[CH:4][NH:3][C:2](=[O:26])[CH:7]=2)=[CH:11][CH:12]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 9237DabcoHCID 11430Potassium CarbonateHCID 58579925(E)-4-chloro-6-(4-chlorostyryl)pyrimidine

生成物 1

HCID 136097744(E)-6-(4-chlorostyryl)pyrimidin-4(3H)-one収率 97%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

A mixture of (E)-4-chloro-6-(4-chlorostyryl)pyrimidine Part A (120 mg, 0.48 mmol), DABCO (107 mg, 0.96 mmol), and potassium carbonate (660 mg, 4.78 mmol) in Dioxane (0.4 mL) and Water (4 mL) was stirred at 60° C. overnight. The reaction was cooled to RT, acidified with 10% HCl, extracted with EtOAC, dried (Na2SO4), and concentrated. The product was triturated with DCM to afford the desired product (E)-6-(4-chlorostyryl)pyrimidin-4(3H)-one 20B (108 mg, 0.46 mmol, 97% yield) as a light yellow solid.

後処理

  1. temperatureThe reaction was cooled to RT
  2. extractionextracted with EtOAC
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customThe product was triturated with DCM

出典と根拠

ORDレコード
ord-4a662a175d0e416d90fdf5df6349090d
出典データセット
uspto-grants-2012_10
特許番号
US08278316B2

反応ノート

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