Diallylamine → 2-Allylamino-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine

HRID 1250632

反応式

HRID 1250632 の反応式
Cl[C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][CH:15]([CH3:18])[CH2:14][CH2:13]2)[C:5]2[S:10][CH:9]=[C:8]([CH3:11])[C:6]=2[N:7]=1.[CH2:19]([NH:22]CC=C)[CH:20]=[CH2:21].C(=O)([O-])O.[Na+]>>[CH2:19]([NH:22][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][CH:15]([CH3:18])[CH2:14][CH2:13]2)[C:5]2[S:10][CH:9]=[C:8]([CH3:11])[C:6]=2[N:7]=1)[CH:20]=[CH2:21]

参加物

4

反応物 3

HCID 31279DiallylamineHCID 516892Sodium BicarbonateHCID 183264642-Chloro-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine

生成物 1

HCID 183264402-Allylamino-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine収率 43.9%

実験手順

In a sealed tube were heated 422 mg (1.5 mmol) of 2-chloro-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine and 1.37 g (24.0 mmol) of diallylamine at 160° C. for 16 hours. After completion of the reaction, the reaction mixture was allowed to resume room temperature, and a saturated aqueous sodium hydrogen carbonate solution was added thereto, followed by extraction with ethyl acetate (50 ml×2). The organic layer was washed with brine and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/6) to give 198 mg (yield: 43.9%) of the title compound.

後処理

  1. customAfter completion of the reaction
  2. customto resume room temperature
  3. extractionfollowed by extraction with ethyl acetate (50 ml×2)
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/6)

出典と根拠

ORDレコード
ord-98faa77348024368bf2e13a6cd0cd3e0
出典データセット
uspto-grants-2002_01
特許番号
US06339089B2

関連ノート

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