Diisopropylethylamine → [3-(2-Methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazin-8-yl]-(2-morpholin-4-yl-ethyl)-amine

HRID 1186499ノート

反応式

HRID 1186499 の反応式
Cl[C:2]1[C:3]2[N:4]([C:8]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=3)=[CH:9][N:10]=2)[CH:5]=[CH:6][N:7]=1.[O:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][NH2:27])[CH2:21][CH2:20]1.C(N(C(C)C)CC)(C)C>CC(O)C>[CH3:18][S:17][C:13]1[N:12]=[C:11]([C:8]2[N:4]3[CH:5]=[CH:6][N:7]=[C:2]([NH:27][CH2:26][CH2:25][N:22]4[CH2:23][CH2:24][O:19][CH2:20][CH2:21]4)[C:3]3=[N:10][CH:9]=2)[CH:16]=[CH:15][N:14]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 4082852-MorpholinoethylamineHCID 866709158-Chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazine

生成物 1

HCID 68226490[3-(2-Methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazin-8-yl]-(2-morpholin-4-yl-ethyl)-amine

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To a solution of 8-chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazine (from Example 44 supra) (400 mg, 1.44 mmol) in iPrOH (20 mL) was added 2-morpholino-ethanamine (244 mg, 1.88 mmol) followed by diisopropylethylamine (242 mg, 1.88 mmol). The reaction mixture was stirred at reflux for 15 hours and the solvent was removed under reduced pressure. The residue was extracted with dichloromethane (150 mL) and washed with water (3×25 mL), dried over anhydrous sodium sulfate and concentrated to afford [3-(2-methylsulfanyl-pyrimidin-4-yl)-imidazo[1,2-a]pyrazin-8-yl]-(2-morpholin-4-yl-ethyl)-amine. (Yield 410 g, 76.8%). LC-MS: [M+H]+ 372.

後処理

  1. temperatureat reflux for 15 hours
  2. customthe solvent was removed under reduced pressure
  3. extractionThe residue was extracted with dichloromethane (150 mL)
  4. washwashed with water (3×25 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-dc2b2356925b4da38eb881b7aa45088b
出典データセット
uspto-grants-2014_03
特許番号
US08673905B2

反応ノート

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