Ammonia → Methyl 6-amino-2-chloropyrimidine-4-carboxylate

HRID 495029

反応式

HRID 495029 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[C:9](S(C)(=O)=O)[N:8]=[C:7]([Cl:15])[N:6]=1)=[O:4].[NH3:16]>O1CCOCC1.CO>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[C:9]([NH2:16])[N:8]=[C:7]([Cl:15])[N:6]=1)=[O:4]

参加物

5

反応物 2

HCID 222AmmoniaHCID 84031284Methyl 2-chloro-6-(methylsulfonyl)pyrimidine-4-carboxylate

生成物 1

HCID 53396493Methyl 6-amino-2-chloropyrimidine-4-carboxylate収率 85%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

2-Chloro-6-methanesulfonylpyrimidine-4-carboxylic acid methyl ester (3.7 g, 14.75 mmol) was dissolved in dioxane and 7N ammonia in methanol was added. The reaction mixture was stirred at room temperature for 3 hours, concentrated under vacuum, and the residue partitioned between ethyl acetate and water. The organic phase was dried and concentrated. The product was purified by column chromatography to provide 6-amino-2-chloropyrimidine-4-carboxylic acid methyl ester (2.35 g, 85% yield): 1H NMR (DMSO-d6): δ 7.6 (br s, 1H), 7.00 (s, 1H), 3.84 (s, 3H), 3.33 (s, 3H).

後処理

  1. concentrationconcentrated under vacuum
  2. customthe residue partitioned between ethyl acetate and water
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. customThe product was purified by column chromatography

出典と根拠

ORDレコード
ord-66fb0aa808b34c818b7117d066569607
出典データセット
uspto-grants-2009_05
特許番号
US07538214B2

関連ノート

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