Sodium Carbonate → 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine

HRID 1897647ノート

反応式

HRID 1897647 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[CH3:13][C:14]1[NH:18][N:17]=[C:16]([NH2:19])[CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>CCO>[Cl:1][C:2]1[N:7]=[C:6]([NH:19][C:16]2[CH:15]=[C:14]([CH3:13])[NH:18][N:17]=2)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 27827742,4-Dichloro-5-(trifluoromethyl)pyrimidine

生成物 1

HCID 582551692-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2,4-dichloro-5-(trifluoromethyl)pyrimidine (1.06 g, 4.86 mmol), 5-methyl-1H-pyrazol-3-amine (472.2 mg, 4.86 mmol) and sodium carbonate (2.06 g, 19.4 mmol) in 100 mL of EtOH was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo. The crude solid was partitioned between EtOAc and water. The combined organic extracts were dried (Na2SO4), concentrated in vacuo, and purified by silica chromatography (EtOAc/hexanes: 1/1) to afford 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine; ESMS m/z 278.0 (M+H+).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe crude solid was partitioned between EtOAc and water
  3. dry with materialThe combined organic extracts were dried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. custompurified by silica chromatography (EtOAc/hexanes: 1/1)

出典と根拠

ORDレコード
ord-5cfd86a9f466438d9fedcd834bd46fdc
出典データセット
uspto-grants-2013_08
特許番号
US08519129B2

反応ノート

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