Potassium Carbonate → 8-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one

HRID 536007ノート

反応式

HRID 536007 の反応式
[CH2:1]([N:4]1[C:12](=[O:13])[C:11]2[N:10]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[C:9]([C:22]3[CH:23]=[N:24][NH:25][CH:26]=3)=[N:8][C:7]=2[N:6]=[C:5]1[N:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+].Br[CH2:39][C:40]#[C:41][C:42]1[CH:47]=[CH:46][C:45]([F:48])=[CH:44][CH:43]=1>CC(C)=O>[F:48][C:45]1[CH:46]=[CH:47][C:42]([C:41]#[C:40][CH2:39][N:24]2[CH:23]=[C:22]([C:9]3[N:10]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[C:11]4[C:12](=[O:13])[N:4]([CH2:1][CH2:2][CH3:3])[C:5]([N:27]5[CH2:28][CH2:29][CH2:30][CH2:31]5)=[N:6][C:7]=4[N:8]=3)[CH:26]=[N:25]2)=[CH:43][CH:44]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 105605241-(3-Bromoprop-1-yn-1-yl)-4-fluorobenzeneHCID 671351511-Propyl-8-(1H-pyrazol-4-yl)-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one

生成物 1

HCID 671350228-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one収率 22%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1-Propyl-8-(1H-pyrazol-4-yl)-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.111 g, 0.25 mmol), potassium carbonate (0.052 g, 0.38 mmol), 1-(3-bromo-prop-1-ynyl)-4-fluoro-benzene (0.69 g, 0.33 mmol) was taken in acetone (10 ml). The reaction mixture was heated at 80° C. for 2 hours. The mixture was cooled to room temperature and filtered through sintered funnel, washed with acetone. Solvent was evaporated and the residue was purified by preparative TLC to obtain pure 8-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.025 g, 22%) as colourless oil.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationfiltered through sintered funnel
  3. washwashed with acetone
  4. customSolvent was evaporated
  5. customthe residue was purified by preparative TLC

出典と根拠

ORDレコード
ord-d50b9b642f5344c2a7810090108f4661
出典データセット
uspto-grants-2014_10
特許番号
US08859566B2

反応ノート

読み込み中…