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

HRID 1776983ノート

反応式

HRID 1776983 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-9f7e7da1ca9b4389b5739be2fb26877b
出典データセット
uspto-grants-2016_02
特許番号
US09266830B2

反応ノート

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