Potassium Carbonate → 6-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-thianthrene-2-carboxylic Acid Methyl Ester

HRID 1825812ノート

反応式

HRID 1825812 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:18]=[CH:17][C:16]2[S:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3B3OC(C)(C)C(C)(C)O3)[S:8][C:7]=2[CH:6]=1)=[O:4].Cl[C:29]1[O:30][C:31]([N:36]2[CH2:41][CH2:40][O:39][CH2:38][CH2:37]2)=[CH:32][C:33](=[O:35])[CH:34]=1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[CH:18]=[CH:17][C:16]2[S:15][C:10]3[C:9](=[CH:14][CH:13]=[CH:12][C:11]=3[C:29]3[O:30][C:31]([N:36]4[CH2:37][CH2:38][O:39][CH2:40][CH2:41]4)=[CH:32][C:33](=[O:35])[CH:34]=3)[S:8][C:7]=2[CH:6]=1)=[O:4]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 66052622-Chloro-6-morpholinopyran-4-oneHCID 23574566HCID 23574566、化合物

生成物 1

HCID 235745686-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-thianthrene-2-carboxylic Acid Methyl Ester

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-thianthrene-2-carboxylic acid methyl ester (1.1 g, 2.83 mmol), 2-chloro-6-morpholin-4-yl-pyran-4-one (0.73 g, 3.4 mmol) and K2CO3 (0.8 g, 5.66 mmol) were dissolved in dry 1,4-dioxane (7 ml). The mixture was degassed for 15 mins and Pd(PPh3)4 (0.16 g, 5 mol %) was then added The dark brown mixture was heated to 90° C. under an atmosphere of N2 for 24 hour. The reaction mixture was concentrated in vacuo and water (100 ml) was added. The brown solid was filtered and washed with water (1.23 g, 96%). m/z (LC-MS, ESP), RT=4.49 min, (M++1)=454.

後処理

  1. customThe mixture was degassed for 15 mins
  2. additionPd(PPh3)4 (0.16 g, 5 mol %) was then added The dark brown mixture
  3. concentrationThe reaction mixture was concentrated in vacuo and water (100 ml)
  4. additionwas added
  5. filtrationThe brown solid was filtered
  6. washwashed with water (1.23 g, 96%)

出典と根拠

ORDレコード
ord-3b56c5779876467189fb5ac62ae9464a
出典データセット
uspto-grants-2006_05
特許番号
US07049313B2

反応ノート

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