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

HRID 1023430노트

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HRID 1023430 반응식
[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

참가 물질

6

반응물 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 78210Benzoyl isocyanateHCID 64128755HCID 64128755, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e08c1eca57ef4629b2d74b8ed1ba55a7
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722709B2

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