Diisopropylethylamine → 1-[6-({[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}amino)-4-pyrimidinyl]ethanone

HRID 2401224ノート

反応式

HRID 2401224 の反応式
[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[N:22]=[CH:21][N:20]=[C:19]([C:23](=[O:25])[CH3:24])[CH:18]=1.CCN(C(C)C)C(C)C>CN1CCCC1=O.C(OCC)(=O)C>[F:15][C:2]([F:1])([F:14])[C:3]1[NH:13][C:6]2=[N:7][CH:8]=[C:9]([CH2:11][NH:12][C:17]3[N:22]=[CH:21][N:20]=[C:19]([C:23](=[O:25])[CH3:24])[CH:18]=3)[CH:10]=[C:5]2[CH:4]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 671114591H-Pyrrolo[2,3-b]pyridine-5-methanamine, 2-(trifluoromethyl)-2 回HCID 722142471-(6-Chloropyrimidin-4-yl)ethan-1-one2 回

生成物 1

HCID 513558741-[6-({[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}amino)-4-pyrimidinyl]ethanone収率 8%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

1-[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methanamine (Intermediate 5, 32 mg, 0.149 mmol), 1-(6-chloro-4-pyrimidinyl)ethanone (Intermediate 18, 34.9 mg, 0.223 mmol) and DIPEA (0.052 mL, 0.297 mmol) were added together in N-methyl-2-pyrrolidone (1 mL) and the resulting mixture was stirred at room temperature for 7 hours. The reaction mixture was 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 (4 mg);

後処理

  1. washwashed with water and brine
  2. customThe organic layer was separated
  3. customdried under magnesium sulfate
  4. customevaporated under reduced pressure
  5. customThe residue was purified by MDAP
  6. additionProduct containing fractions
  7. customevaporated under reduced pressure
  8. customThe resulting solid was dried under high vacuum at 45° C. for 18 hours

出典と根拠

ORDレコード
ord-a18a4777113141279bf8ae38f9b68cff
出典データセット
uspto-grants-2014_08
特許番号
US08796283B2

反応ノート

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