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

HRID 2234477노트

반응식

HRID 2234477 반응식
[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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 5212662,4-Dichloro-5-nitropyrimidineHCID 68684554Ethyl1-[(propan-2-ylamino)methyl]cyclopropane-1-carboxylate2회

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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%)

후처리

  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)

출처 및 근거

ORD 기록
ord-cca8b1dc53e84a0fb382f27467e08b57
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709471B2

반응 노트

불러오는 중…