Potassium Carbonate → 2-(3-(2-(5-Methyl-2-phenyloxazol-4-yl)ethylthio)phenyl)acetic acid

HRID 1822730

反応式

HRID 1822730 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14]Br.[SH:16][C:17]1[CH:18]=[C:19]([CH2:23][C:24]([OH:26])=[O:25])[CH:20]=[CH:21][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][S:16][C:17]1[CH:18]=[C:19]([CH2:23][C:24]([OH:26])=[O:25])[CH:20]=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 35431562-(3-Mercaptophenyl)acetic acidHCID 156164424-(2-Bromoethyl)-5-methyl-2-phenyloxazole

生成物 1

HCID 221698462-(3-(2-(5-Methyl-2-phenyloxazol-4-yl)ethylthio)phenyl)acetic acid

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-(5-methyl-2-phenyloxazol-4-yl)ethylbromide (136 mg) and 3-mercaptophenylacetic acid.methyl ester (78 mg) were dissolved in acetonitrile (5 ml) and thereto was added potassium carbonate and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and the mixture was extracted with ether. The extract was washed with an aqueous solution of sodium hydroxide, water and a saturated aqueous solution of sodium chloride, successively, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (chloroform:ethyl acetate=200:1→50:1) to give the compound of the present invention (92 mg) having the following physical data.

後処理

  1. extractionthe mixture was extracted with ether
  2. washThe extract was washed with an aqueous solution of sodium hydroxide, water
  3. dry with materiala saturated aqueous solution of sodium chloride, successively, dried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography on silica gel (chloroform:ethyl acetate=200:1→50:1)
  6. customto give the compound of the present invention (92 mg)

出典と根拠

ORDレコード
ord-e64951fedac248b5a1c2df2c983bd553
出典データセット
uspto-grants-2006_05
特許番号
US07037914B2

関連ノート

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