Diisopropylethylamine → HCID 51356130, 화합물

HRID 2401227노트

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HRID 2401227 반응식
[F:1][C:2]([F:15])([F:14])[C:3]1[NH:13][C:6]2=[N:7][CH:8]=[C:9]([CH2:11][NH2:12])[CH:10]=[C:5]2[CH:4]=1.Cl[C:17]1[CH:22]=[C:21]([CH2:23][F:24])[N:20]=[CH:19][N:18]=1.CCN(C(C)C)C(C)C>CN1CCCC1=O.C(OCC)(=O)C>[F:24][CH2:23][C:21]1[N:20]=[CH:19][N:18]=[C:17]([NH:12][CH2:11][C:9]2[CH:10]=[C:5]3[CH:4]=[C:3]([C:2]([F:1])([F:14])[F:15])[NH:13][C:6]3=[N:7][CH:8]=2)[CH:22]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 337354984-Chloro-6-(fluoromethyl)pyrimidine2회HCID 671114591H-Pyrrolo[2,3-b]pyridine-5-methanamine, 2-(trifluoromethyl)-2회

생성물 1

HCID 51356130HCID 51356130, 화합물수율 8.7%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

1-[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methanamine (Intermediate 5, 65 mg, 0.211 mmol), 4-chloro-6-(fluoromethyl)pyrimidine (Intermediate 26, 40 mg, 0.232 mmol) and DIPEA (0.074 mL, 0.423 mmol) were added together in N-methyl-2-pyrrolidone (2 mL) and the resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was heated at 100° C. for 3 hours, allowed to cool to room temperature and diluted with ethyl acetate and washed with water and brine. The organic layer was separated, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by MDAP. Product containing fractions were combined and evaporated under reduced pressure. The resulting solid was dried under high vacuum at 45° C. for 18 hours to give the title compound as a white solid (6 mg);

후처리

  1. temperatureThe reaction mixture was heated at 100° C. for 3 hours
  2. temperatureto cool to room temperature
  3. washwashed with water and brine
  4. customThe organic layer was separated
  5. customdried under magnesium sulfate
  6. customevaporated under reduced pressure
  7. customThe residue was purified by MDAP
  8. additionProduct containing fractions
  9. customevaporated under reduced pressure
  10. customThe resulting solid was dried under high vacuum at 45° C. for 18 hours

출처 및 근거

ORD 기록
ord-2bdc13ff339643408ec6d8c66dcb73be
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796283B2

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