Sodium Azide → (5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine

HRID 2216278ノート

反応式

HRID 2216278 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[C:5]([CH2:14]Cl)=[CH:4][N:3]=1.[N-:16]=[N+:17]=[N-:18].[Na+]>CN(C=O)C.C(OCC)(=O)C>[N:16]([CH2:14][C:5]1[C:6]([NH:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[N:7][C:2]([Cl:1])=[N:3][CH:4]=1)=[N+:17]=[N-:18]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 219418692-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amine

生成物 1

HCID 21941878(5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
30 °C

実験手順

A solution of 1.47 g (5.92 mmol) of (2-chloro-5-chloromethyl-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine and 0.46 g (7.1 mmol) NaN3 is dissolved in 6 ml of DMF and was stirred at 30° C. for 2.5 hours. Then the reaction mixture is cooled to rt., diluted with ethyl acetate and twice extracted with H2O. The organic layer is separated and dried over Na2SO4. Evaporation of the ethyl acetate yielded (5-azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine as white crystalls.

後処理

  1. temperatureThen the reaction mixture is cooled to rt
  2. extractiontwice extracted with H2O
  3. customThe organic layer is separated
  4. dry with materialdried over Na2SO4
  5. customEvaporation of the ethyl acetate

出典と根拠

ORDレコード
ord-f65650acb2624ece9cd0d2b71f68c811
出典データセット
uspto-grants-2006_09
特許番号
US07112589B2

反応ノート

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