Benzenemethanamine, 3,4-dichloro- → HCID 59168050、化合物

HRID 1443804ノート

反応式

HRID 1443804 の反応式
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

参加物

9

反応物 5

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

生成物 1

HCID 59168050HCID 59168050、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

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+].

後処理

  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

出典と根拠

ORDレコード
ord-31ac12ea7a844a4eb728b1bd60b15ca7
出典データセット
uspto-grants-2010_02
特許番号
US07662819B2

反応ノート

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