Triethylamine → HCID 178503438, 화합물

HRID 1809693노트

반응식

HRID 1809693 반응식
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.[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22][NH2:23].C(N(CC)CC)C>CC(O)C>[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22][NH:23][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

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 66053N,N-DimethylethylenediamineHCID 178503430HCID 178503430, 화합물

생성물 1

HCID 178503438HCID 178503438, 화합물수율 75.3%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a solution of 6-chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidine (from Example 7 supra) (400 mg, 1.43 mmol) in 2-propanol (40 mL) was added N, N-dimethylethane-1,2-diamine (139 mg, 1.58 mmol) followed by triethylamine (159 mg, 1.57 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 N,N-dimethyl-N′-[3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-ethane-1,2-diamine (Yield 356 mg, 75%).

후처리

  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

출처 및 근거

ORD 기록
ord-054f093b3b7b44ee84de12be77728e61
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362023B2

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