Ethanol → [4-(2-Hydroxy-2-phenyl-propyl)-pyridin-2-yl]-urea

HRID 1023430ノート

反応式

HRID 1023430 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:11])[CH3:10])[CH:5]=[CH:4][N:3]=1.[C:18]([N:26]=C=O)(=[O:25])C1C=CC=CC=1.C(O)C.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[OH:11][C:9]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)([CH3:10])[CH2:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:1][C:18]([NH2:26])=[O:25])[CH:7]=1

参加物

6

反応物 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 78210Benzoyl isocyanateHCID 64128755HCID 64128755、化合物

生成物 1

HCID 69081585[4-(2-Hydroxy-2-phenyl-propyl)-pyridin-2-yl]-urea収率 47%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

The crude 1-(2-Amino-pyridin-4-yl)-2-phenyl-propan-2-ol (120 mg) is dissolved in methylene chloride (4 mL). Then benzoyl isocynate (155 mg, 1.1 mmol) is added. The reaction mixture is sealed and heated at 50° C. for 16 hour. The solvent is then carefully removed and to the residue are added ethanol (5 mL) and potassium carbonate (73 mg, 0.53 mmol). The resulting mixture is heated at 85° C. for 2 hrs. Then solvent is removed to give the crude product which is purified by silica flash column chromatography using MeOH in DCM (gradient from 0% to 10%) to give 67 mg of the titled product.

後処理

  1. customThe reaction mixture is sealed
  2. customThe solvent is then carefully removed and to the residue
  3. temperatureThe resulting mixture is heated at 85° C. for 2 hrs
  4. customThen solvent is removed
  5. customto give the crude product which
  6. customis purified by silica flash column chromatography

出典と根拠

ORDレコード
ord-e08c1eca57ef4629b2d74b8ed1ba55a7
出典データセット
uspto-grants-2014_05
特許番号
US08722709B2

反応ノート

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