Water → 8-(4-Hydroxy-phenyl)-1-propyl-2-(3-trifluoromethyl-phenyl)-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one

HRID 536001ノート

反応式

HRID 536001 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:23]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:22]3[C:21](=[O:32])[N:20]([CH2:33][CH2:34][CH3:35])[C:19]([C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:45])([F:44])[F:43])[CH:37]=4)=[N:18][C:17]=3[N:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.O.C([O-])=O.[NH4+]>CN(C=O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:23]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:22]3[C:21](=[O:32])[N:20]([CH2:33][CH2:34][CH3:35])[C:19]([C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:45])([F:44])[F:43])[CH:37]=4)=[N:18][C:17]=3[N:16]=2)=[CH:13][CH:14]=1

参加物

6

反応物 3

HCID 962WaterHCID 2723923Ammonium formateHCID 674975388-(4-Benzyloxy-phenyl)-1-propyl-2-(3-trifluoromethyl-phenyl)-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one

生成物 1

HCID 1363910258-(4-Hydroxy-phenyl)-1-propyl-2-(3-trifluoromethyl-phenyl)-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one収率 181.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a solution of 8-(4-Benzyloxy-phenyl)-1-propyl-2-(3-trifluoromethyl-phenyl)-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.217 g, 0.24 mmol) in DMF:water (2.5 ml), 10% Pd/C (0.120 g) and ammonium formate (0.431 g, 6.8 mmol) were added and refluxed at 80° C. for 2 hours. The mixture was cooled and filtered through celite bed, solvent was evaporated and the residue was diluted with water (10 ml), acidified with citric acid and extracted with ethyl acetate (3×10 ml). The organic layer was washed with brine (2×15 ml). It was dried over Na2SO4 and the solvent was evaporated to obtain off white solid of 8-(4-Hydroxy-phenyl)-1-propyl-2-(3-trifluoromethyl-phenyl)-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.237 g, quantitative).

後処理

  1. temperatureThe mixture was cooled
  2. filtrationfiltered through celite bed, solvent
  3. customwas evaporated
  4. additionthe residue was diluted with water (10 ml)
  5. extractionextracted with ethyl acetate (3×10 ml)
  6. washThe organic layer was washed with brine (2×15 ml)
  7. dry with materialIt was dried over Na2SO4
  8. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-0a7c7003c1bf431fabd58fedfaf387e0
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…