Allylamine → 2,4,7-Triallylaminothieno[3,2-d]pyrimidine

HRID 1250694ノート

反応式

HRID 1250694 の反応式
[CH2:1]([NH:4][C:5]1[N:6]=[C:7]([NH:15][CH2:16][CH:17]=[CH2:18])[C:8]2[S:13][CH:12]=[C:11](Br)[C:9]=2[N:10]=1)[CH:2]=[CH2:3].[CH2:19]([NH2:22])[CH:20]=[CH2:21].C(=O)([O-])[O-].[K+].[K+]>[Cu]>[CH2:1]([NH:4][C:5]1[N:6]=[C:7]([NH:15][CH2:16][CH:17]=[CH2:18])[C:8]2[S:13][CH:12]=[C:11]([NH:22][CH2:19][CH:20]=[CH2:21])[C:9]=2[N:10]=1)[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 7853AllylamineHCID 11430Potassium CarbonateHCID 183264202,4-Diallylamino-7-bromothieno[3,2-d]pyrimidine

生成物 1

HCID 183264232,4,7-Triallylaminothieno[3,2-d]pyrimidine収率 72.9%

試薬・触媒・溶媒 1

HCID 23978Copper触媒

実験手順

120 mg (0.37 mmol) of 2,4-diallylamino-7-bromothieno[3,2-d]pyrimidine, 337 mg (5.9 mmol) of allylamine, 56 mg (0.41 mmol) of potassium carbonate and 1 mg of copper were heated in a sealed tube at 180° C. for 5 hours. After completion of the reaction, the reaction mixture was allowed to resume room temperature, followed by distilling off excess allylamine under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8) to give 81 mg (yield: 72.9%) of the title compound.

後処理

  1. customAfter completion of the reaction
  2. customto resume room temperature
  3. distillationby distilling off excess allylamine under reduced pressure
  4. customThe residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8)

出典と根拠

ORDレコード
ord-94761747e999438f8e52170d0b8bc2f7
出典データセット
uspto-grants-2002_01
特許番号
US06339089B2

反応ノート

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