Sodium hydride → 4-Chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine

HRID 254755

反応式

HRID 254755 の反応式
[H-].[Na+].[F:3][C:4]([F:14])([F:13])[CH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[OH:6].[Cl:15][C:16]1[CH:21]=[C:20](Cl)[N:19]=[CH:18][N:17]=1>C1COCC1.CCOC(C)=O>[Cl:15][C:16]1[CH:21]=[C:20]([O:6][CH:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]([F:13])([F:14])[F:3])[N:19]=[CH:18][N:17]=1

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 709434,6-DichloropyrimidineHCID 95556(S)-alpha-(Trifluoromethyl)benzyl alcohol

生成物 1

HCID 866143014-Chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine収率 95%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

NaH (60%, 120 mg, 3.0 mmol) was added to a solution of 2,2,2-trifluoro-1-phenyl-ethanol (350 mg, 2.03 mmol) in 5 ml of THF. The mixture was stirred for 20 minutes at room temperature. 4,6-Dichloro-pyrimidine (300 mg, 2.03 mmol) was added and then the reaction mixture was heated at 70° C. for 1 hour. After cooling, the THF was evaporated to provide a residue, which was dissolved in 15 ml of EtOAc, and then washed with water, and dried over sodium sulfate. The solvent was removed by rotovap to give 550 mg of 4-chloro-6-(2,2,2-trifluoro-1-phenyl-ethoxy)-pyrimidine, yield 95%.

後処理

  1. temperaturethe reaction mixture was heated at 70° C. for 1 hour
  2. temperatureAfter cooling
  3. customthe THF was evaporated
  4. customto provide a residue, which
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customThe solvent was removed by rotovap

出典と根拠

ORDレコード
ord-343be42678c74030aae7a8c208a4a165
出典データセット
uspto-grants-2011_01
特許番号
US07875622B2

関連ノート

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