Benzophenone → HCID 58654397, 화합물

HRID 1170534노트

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HRID 1170534 반응식
Cl.[N:2]1([C:7]2[N:12]=[C:11]([CH2:13][NH2:14])[CH:10]=[C:9]([CH3:15])[N:8]=2)[CH:6]=[CH:5][N:4]=[CH:3]1.C(N(CC)CC)C.[C:23]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)(=O)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>ClCCl>[C:23](=[N:14][CH2:13][C:11]1[CH:10]=[C:9]([CH3:15])[N:8]=[C:7]([N:2]2[CH:6]=[CH:5][N:4]=[CH:3]2)[N:12]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 3102BenzophenoneHCID 8471TriethylamineHCID 521998p-Toluenesulfonic acid monohydrateHCID 68691971HCID 68691971, 화합물

생성물 1

HCID 58654397HCID 58654397, 화합물수율 43.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of (2-(1H-imidazol-1-yl)-6-methylpyrimidin-4-yl)methanamine hydrochloride (20.4 g, 90.3 mmol) and triethylamine (60.0 mL, 452 mmol) in dichloromethane (300 mL) was stirred at room temperature for 30 min then the mixture was concentrated under vacuum. The residue was dissolved in toluene (500 mL) then benzophenone (57.5 g, 316 mmol) and p-toluenesulfonic acid monohydrate (4.50 g, 23.7 mmol) were added to the solution. The mixture was heated to 110° C. for 12 h then concentrated under vacuum. The residue was extracted with ethyl acetate (2×500mL), washed with water (2×100 mL), dried over anhydrous sodium sulfate and concentrated. The product was purified using column chromatography (1:10 EtOAc/hexanes to EtOAc) to afford benzhydrylidene-(2-imidazol-1-yl-6-methyl-pyrimidin-4-ylmethyl)-amine as a yellow solid (14.0 g, 42.6%).

후처리

  1. concentrationthe mixture was concentrated under vacuum
  2. dissolutionThe residue was dissolved in toluene (500 mL)
  3. temperatureThe mixture was heated to 110° C. for 12 h
  4. concentrationthen concentrated under vacuum
  5. extractionThe residue was extracted with ethyl acetate (2×500mL)
  6. washwashed with water (2×100 mL)
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated
  9. customThe product was purified

출처 및 근거

ORD 기록
ord-6412a6b607d443a49c4a622bdcf193b8
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825256B2

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