Potassium Carbonate → Ethyl1-[[(2-chloro-5-nitro-pyrimidin-4-yl)-propan-2-yl-amino]methyl]cyclopropane-1-carboxylate

HRID 2234477ノート

反応式

HRID 2234477 の反応式
[CH2:1]([O:3][C:4]([C:6]1([CH2:9][NH:10][CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:7]1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Cl:20][C:21]1[N:26]=[C:25](Cl)[C:24]([N+:28]([O-:30])=[O:29])=[CH:23][N:22]=1>CC(C)=O>[CH2:1]([O:3][C:4]([C:6]1([CH2:9][N:10]([C:23]2[C:24]([N+:28]([O-:30])=[O:29])=[CH:25][N:26]=[C:21]([Cl:20])[N:22]=2)[CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 5212662,4-Dichloro-5-nitropyrimidineHCID 68684554Ethyl1-[(propan-2-ylamino)methyl]cyclopropane-1-carboxylate2 回

生成物 1

HCID 86617588Ethyl1-[[(2-chloro-5-nitro-pyrimidin-4-yl)-propan-2-yl-amino]methyl]cyclopropane-1-carboxylate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of ethyl1-[(propan-2-ylamino)methyl]cyclopropane-1-carboxylate (Intermediate 211; 9.55 g, 50 mmol) in acetone (300 mL) was added potassium carbonate (7.05 g, 51 mmol) followed by 2,4-dichloro-5-nitropyrimidine (Aldrich; 10.675 g, 55 mmol). The mixture was stirred overnight at room temperature, concentrated in vacuo and partitioned between EtOAc and water. The EtOAc layer was separated, dried over sodium sulfate, then purified by column chromatography (EtOAc/isohexane 10:90), to yield the title compound as a yellow oil. (11 g, 64%)

後処理

  1. concentrationconcentrated in vacuo
  2. custompartitioned between EtOAc and water
  3. customThe EtOAc layer was separated
  4. dry with materialdried over sodium sulfate
  5. custompurified by column chromatography (EtOAc/isohexane 10:90)

出典と根拠

ORDレコード
ord-cca8b1dc53e84a0fb382f27467e08b57
出典データセット
uspto-grants-2010_05
特許番号
US07709471B2

反応ノート

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