Potassium Carbonate → 8-(cyclopentyloxy)-3-methyl-7-((4-methylthiazol-2-yl)methyl)-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione

HRID 2200680ノート

反応式

HRID 2200680 の反応式
[CH:1]1([O:6][C:7]2[NH:15][C:14]3[C:13](=[O:16])[N:12]([CH2:17][CH2:18][CH2:19][O:20][CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][O:22]4)[C:11](=[O:27])[N:10]([CH3:28])[C:9]=3[N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:30][C:31]1[S:32][CH:33]=[C:34]([CH3:36])[N:35]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.CCCC[N+](CCCC)(CCCC)CCCC.[I-]>[CH:1]1([O:6][C:7]2[N:15]([CH2:30][C:31]3[S:32][CH:33]=[C:34]([CH3:36])[N:35]=3)[C:14]3[C:13](=[O:16])[N:12]([CH2:17][CH2:18][CH2:19][O:20][CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][O:22]4)[C:11](=[O:27])[N:10]([CH3:28])[C:9]=3[N:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 112750912-(Chloromethyl)-4-methyl-1,3-thiazole2 回HCID 904028818-(cyclopentyloxy)-3-methyl-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione

生成物 1

HCID 904029518-(cyclopentyloxy)-3-methyl-7-((4-methylthiazol-2-yl)methyl)-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

To a solution of 8-(cyclopentyloxy)-3-methyl-1-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1H-purine-2,6(3H,7H)-dione (0.12 g, 0.31 mmol) in DMF (5 mL) was added 2-(chloromethyl)-4-methylthiazole (91 mg, 0.62 mmol, intermediate 54), potassium carbonate (85 mg, 0.62 mmol), and TBAI (2 mg, 0.02 mmol). The reaction was heated at 50° C. overnight. The mixture was cooled and partitioned between ethyl acetate and water. The combined organic layer was dried over sodium sulfate, filtered and concentrated to give a crude product which was used without purification. LCMS retention time 1.704 min; LCMS MH+-THP 470.

後処理

  1. temperatureThe mixture was cooled
  2. custompartitioned between ethyl acetate and water
  3. dry with materialThe combined organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-a119737ef4d248ff98d667da65813883
出典データセット
uspto-grants-2016_06
特許番号
US09359359B2

反応ノート

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