Isopropanol → HCID 178488776、化合物

HRID 419742ノート

反応式

HRID 419742 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]=[C:21]([CH:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[NH:22][CH:23]=2)=[CH:15][CH:14]=1.C(O)(C)C.C(N(C(C)C)CC)(C)C>CO.C(Cl)Cl>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]=[C:21]([CH:24]3[CH2:29][CH2:28][N:27]([C:2]4[N:7]=[CH:6][N:5]=[C:4]5[NH:8][N:9]=[CH:10][C:3]=45)[CH2:26][CH2:25]3)[NH:22][CH:23]=2)=[CH:15][CH:14]=1

参加物

6

反応物 4

HCID 3776IsopropanolHCID 81531DiisopropylethylamineHCID 2210954-Chloro-1H-pyrazolo[3,4-d]pyrimidineHCID 178488777HCID 178488777、化合物

生成物 1

HCID 178488776HCID 178488776、化合物

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

反応条件

温度
70 °C

実験手順

Place 4-chloro-1H-pyrazolo[3,4-d]pyrimidine (135 mg; 1.10 equiv; 873.45 μmoles) and 4-[4-(4-Methoxy-phenyl)-1H-imidazol-2-yl]-piperidine (205 mg, 1.00 equiv; 796.63 μmoles; 205.00 mg) in a microwave vial and dissolve in isopropyl alcohol (3 mL; 39.24 mmoles; 3.00 mL). Add diisopropylethylamine (0.5 mL; 2.87 mmoles; 500.00 μL). Heat the mixture to 70° C. in a microwave with stirring on and hold for 1 hr. Dissolve in 5% MeOH/DCM and wash with saturated aqueous sodium bicarbonate. Dry over sodium sulfate, filter and concentrated. Purify using ISCO chromatography over a biotage 40S column eluting with a gradient of 2.5% MeOH/DCM to 10% MeOH/DCM at a flow rate of 40 mL/min. over 35 min collection. Combine the fractions to give 4-{4-[4-(4-Methoxy-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-1H-pyrazolo[3,4-d]pyrimidine.

後処理

  1. washwash with saturated aqueous sodium bicarbonate
  2. dry with materialDry over sodium sulfate
  3. filtrationfilter
  4. concentrationconcentrated
  5. customPurify
  6. washeluting with a gradient of 2.5% MeOH/DCM to 10% MeOH/DCM at a flow rate of 40 mL/min. over 35 min
  7. customcollection

出典と根拠

ORDレコード
ord-26e0267df13a4afcbfa29b13e15f6e72
出典データセット
uspto-grants-2012_01
特許番号
US08093383B2

反応ノート

読み込み中…