Triethylamine → HCID 178503436、化合物

HRID 1809695ノート

反応式

HRID 1809695 の反応式
Cl[C:2]1[N:7]=[C:6]2[NH:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=3)[C:5]2=[CH:4][N:3]=1.[NH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1.C(N(CC)CC)C>CC(O)C>[C:31]([O:30][C:28]([N:25]1[CH2:24][CH2:23][N:22]([CH2:21][CH2:20][NH:19][C:2]2[N:7]=[C:6]3[NH:8][N:9]=[C:10]([C:11]4[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=4)[C:5]3=[CH:4][N:3]=2)[CH2:27][CH2:26]1)=[O:29])([CH3:34])([CH3:33])[CH3:32]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1514400tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylateHCID 178503430HCID 178503430、化合物

生成物 1

HCID 178503436HCID 178503436、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To a solution of 6-chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidine (from Example 7 supra) (500 mg, 1.79 mmol) in 2-propanol (40 mL) was added tert-butyl 4-(2-aminoethyl)piperazine-1-carboxylate (613 mg, 1.97 mmol) followed by triethylamine (200 mg, 1.98 mmol). The reaction mixture was stirred at reflux for 15 hours and the solvent was then removed under reduced pressure. The residue was extracted with dichloromethane (3×30 mL), washed with water (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to afford 4-{2-[3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-ethyl}-piperazine-1-carboxylic acid tert-butyl ester. (Yield 600 mg, crude).

後処理

  1. temperatureat reflux for 15 hours
  2. customthe solvent was then removed under reduced pressure
  3. extractionThe residue was extracted with dichloromethane (3×30 mL)
  4. washwashed with water (5 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-a1d511ab40204b4b91a828d9de70afc6
出典データセット
uspto-grants-2013_01
特許番号
US08362023B2

反応ノート

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