Potassium Carbonate → Ethyl 2-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-pyrrolidin-1-yl]-4-(trifluoromethyl)pyrimidine-5-carboxylate

HRID 1627706ノート

反応式

HRID 1627706 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:4][N:3]=1.[Cl:17][C:18]1[CH:19]=[C:20]([C:26]2([C:31]([F:34])([F:33])[F:32])[CH2:30][CH2:29][NH:28][CH2:27]2)[CH:21]=[C:22]([Cl:25])[C:23]=1[Cl:24].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:17][C:18]1[CH:19]=[C:20]([C:26]2([C:31]([F:34])([F:33])[F:32])[CH2:30][CH2:29][N:28]([C:2]3[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:4][N:3]=3)[CH2:27]2)[CH:21]=[C:22]([Cl:25])[C:23]=1[Cl:24]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2780355Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylateHCID 594533723-(3,4,5-Trichlorophenyl)-3-(trifluoromethyl)pyrrolidine

生成物 1

HCID 59453358Ethyl 2-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-pyrrolidin-1-yl]-4-(trifluoromethyl)pyrimidine-5-carboxylate収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate (1.2 g) [see J. Med. Chem., 43, 3995 (2000)], 3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidine (1.5 g), and potassium carbonate (0.7 g) were added to N,N-dimethylformamide (50 mL) and the mixture was heated at 100° C. for 5 hours. After cooling, the reaction solution was poured over ice water, and then extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was then purified by a silica gel chromatography to obtain the title compound (2.4 g, 95%).

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customThe solvent was evaporated off under reduced pressure
  5. customthe residue was then purified by a silica gel chromatography

出典と根拠

ORDレコード
ord-26eb9bb2e7a14447838a3ed095c5811e
出典データセット
uspto-grants-2014_07
特許番号
US08785647B2

反応ノート

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