Benzenemethanamine, 3,4-dichloro- → HCID 59168050, 화합물

HRID 1443804노트

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HRID 1443804 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])[C:5]([N+:15]([O-])=O)=[CH:4][N:3]=1.C(N(CC)C(C)C)(C)C.[Cl:27][C:28]1[CH:29]=[C:30]([CH:33]=[CH:34][C:35]=1[Cl:36])[CH2:31][NH2:32].[O-]S(S([O-])=O)=O.[Na+].[Na+].C([O-])([O-])=O.[Na+].[Na+]>C1COCC1.O.CCOC(C)=O>[NH2:15][C:5]1[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])=[N:7][C:2]([NH:32][CH2:31][C:30]2[CH:33]=[CH:34][C:35]([Cl:36])=[C:28]([Cl:27])[CH:29]=2)=[N:3][CH:4]=1

참가 물질

9

반응물 5

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 10340Sodium CarbonateHCID 24489Sodium DithioniteHCID 81531DiisopropylethylamineHCID 21081032N-{2-[(2-Chloro-5-nitropyrimidin-4-yl)amino]ethyl}acetamide

생성물 1

HCID 59168050HCID 59168050, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

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온도
60 °C

실험 절차

To a suspension of N-(2-(2-chloro-5-nitropyrimidin-4-ylamino)ethyl)acetamide as prepared in Example 1A (100 mg, 0.39 mmol) in THF (5 mL) was added 80 μL of N,N-diisopropylethylamine followed by of 3,4-dichlorobenzylamine. The mixture was stirred at 60° C. for 16 hours. The mixture was then diluted with 5 mL of THF and a solution of 0.6 g of Na2S2O4 (85% tech. grade, 2.9 mmol) and 0.9 g of Na2CO3 (8.5 mmol) in 10 mL of water was added. The mixture was stirred at 60° C. for 10 h and allowed to cool to room temperature. The mixture was diluted with 30 mL of EtOAc and washed with 20 mL of saturated NaHCO3 solution and 20 mL of brine. The combined organic phase was dried over MgSO4 and concentrated to provide crude N-{2-[(5-amino-2-{[(3,4-dichlorophenyl)methyl]amino}pyrimidin-4-yl)amino]ethyl}acetamide which was used the without further purification. m/z (ESI) found 369.2 [M+H+].

후처리

  1. stirringThe mixture was stirred at 60° C. for 10 h
  2. temperatureto cool to room temperature
  3. washwashed with 20 mL of saturated NaHCO3 solution and 20 mL of brine
  4. dry with materialThe combined organic phase was dried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-31ac12ea7a844a4eb728b1bd60b15ca7
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662819B2

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