Hydrochloric Acid → 4-(2,5-Dimethoxyanilino)-2-phenyl-6-(trifluoromethyl)pyrimidine

HRID 1765179

反応式

HRID 1765179 の反応式
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH2:22].Cl.[OH-].[Na+]>O.C(O)C>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH:22][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 76132,5-DimethoxyanilineHCID 14798Sodium HydroxideHCID 6141014-Chloro-2-phenyl-6-(trifluoromethyl)pyrimidine

生成物 1

HCID 227324924-(2,5-Dimethoxyanilino)-2-phenyl-6-(trifluoromethyl)pyrimidine収率 50%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

A mixture of 4-chloro-2-phenyl-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol), 2,5-dimethoxyaniline (44 mg, 0.290 mmol) and aqueous 2N HCl (150 μl) in water:ethanol (1:1, 10 ml) was refluxed for 48 h. The mixture was cooled to room temperature and then basified with aqueous 2N NaOH to pH 10–12. The resulting precipitate was filtered, washed with water, water:ethanol (2:1) and dried under vacuo to give a gray solid (36 mg, 50%). 1H NMR (CDCl3): 8.51–8.48 (m, 2H), 8.14 (s, 1H), 7.51–7.48 (m, 4H), 6.89 (s, 1H), 6.88 (d, J=9.3 Hz, 1H), 6.66 (dd, J=3.0, 8.7 Hz, 1H), 3.90 (s, 3H), 3.87 (s, 3H).

後処理

  1. temperaturewas refluxed for 48 h
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water, water:ethanol (2:1)
  4. customdried under vacuo

出典と根拠

ORDレコード
ord-a70921c9ea2448389ffd47cc1480dc66
出典データセット
uspto-grants-2007_06
特許番号
US07226927B2

関連ノート

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