Diisopropylethylamine → HCID 66802145、化合物

HRID 528043ノート

反応式

HRID 528043 の反応式
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6]([N:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]2=[O:18])[CH2:5][CH2:4]1.C(N(C(C)C)CC)(C)C.Cl[C:29]1[N:37]=[CH:36][N:35]=[C:34]2[C:30]=1[N:31]=[C:32]([C:39]1[CH:40]=[N:41][N:42]([CH2:45][CH3:46])[C:43]=1[CH3:44])[N:33]2[CH3:38]>C(O)C>[CH2:45]([N:42]1[C:43]([CH3:44])=[C:39]([C:32]2[N:33]([CH3:38])[C:34]3[C:30]([N:31]=2)=[C:29]([N:3]2[CH2:4][CH2:5][CH:6]([N:9]4[C:17]5[C:12](=[N:13][CH:14]=[CH:15][CH:16]=5)[NH:11][C:10]4=[O:18])[CH2:7][CH2:8]2)[N:37]=[CH:36][N:35]=3)[CH:40]=[N:41]1)[CH3:46]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 222931811-(piperidin-4-yl)-1H,2H,3H-imidazo[4,5-b]pyridin-2-one dihydrochlorideHCID 867117136-Chloro-8-(1-ethyl-5-methyl-1H-pyrazol-4-yl)-9-methyl-9H-purine

生成物 1

HCID 66802145HCID 66802145、化合物収率 73.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
75 °C

実験手順

To a solution of 1-piperidin-4-yl-1,3-dihydro-2H-imidazolo[4,5-b]pyridin-2-one dihydrochloride (0.22 g, 0.78 mmol) in an anhydrous ethanol (8 mL) and diisopropylethylamine (0.56 mL) was added 6-chloro-8-(1-ethyl-5-methyl-1H-pyrazol-4-yl)-9-methyl-9H-purine (0.18 g, 0.65 mmol). The reaction mixture was heated to 75° C. for 18 hours. The resulting solution was cooled to room temperature, and concentrated under reduced pressure. The solids were dissolved in dichloromethane (15 mL), and the solution was washed with water (10 mL). The organic layer was concentrated under reduced pressure. The resulting solids were collected by vacuum filtration, and triturated with 5 mL of ethanol at 75° C. for 30 min. The precipitate was collected by vacuum filtration to give 218 mg (73% yield) of the title compound. 1H-NMR (400 MHz, DMSO-d6): δ 11.54 (s, 1H), 8.25 (s, 1H), 7.95 (s, 1H), 7.85 (d, 1H), 7.47 (d, 1H), 6.92 (dd, 1H), 5.60 (broad s, 2H), 4.55 (m, 1H), 4.14 (q, 2H), 3.77 (s, 3H), 3.22 (m, 2H), 2.51 (s, 3H), 2.26 (m, 2H), 1.86 (d, 2H), 1.33 (t, 3H); MS (EI) for C23H26N10O: 459.3 (MH+).

後処理

  1. temperatureThe resulting solution was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe solids were dissolved in dichloromethane (15 mL)
  4. washthe solution was washed with water (10 mL)
  5. concentrationThe organic layer was concentrated under reduced pressure
  6. filtrationThe resulting solids were collected by vacuum filtration
  7. customtriturated with 5 mL of ethanol at 75° C. for 30 min
  8. filtrationThe precipitate was collected by vacuum filtration

出典と根拠

ORDレコード
ord-187197ecbe4342a9b9436a71baff6b2f
出典データセット
uspto-grants-2016_05
特許番号
US09346807B2

反応ノート

読み込み中…