Hydrochloric Acid → 1-({5-methyl-4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylic acid

HRID 1257349ノート

反応式

HRID 1257349 の反応式
[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([O:15]CC)=[O:14])[CH:10]=[N:9]2)=[N:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1.[OH-].[Na+].Cl>C(O)C.[Cl-].[Na+].O>[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[N:9]2)=[N:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:25])[F:26])[CH:19]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58127553ethyl 1-({5-methyl-4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylate

生成物 1

HCID 581275321-({5-methyl-4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylic acid収率 48%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

To a solution (3 mL) of the compound (112 mg, 0.28 mmol) obtained in Example 34a in ethanol was added 2N aqueous sodium hydroxide solution (0.56 mL, 1.08 mmol), and the mixture was stirred at room temperature for 5 hr. The reaction mixture was neutralized with 1N aqueous hydrochloric acid solution, saturated brine was added, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The obtained crude product was purified by recrystallization (ethyl acetate-hexane) to give the title compound (49 mg, 48%) as colorless crystals.

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe obtained organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customThe obtained crude product
  7. customwas purified by recrystallization (ethyl acetate-hexane)

出典と根拠

ORDレコード
ord-1268adcd03cb434abe38c7e7478e11ab
出典データセット
uspto-grants-2013_06
特許番号
US08461348B2

反応ノート

読み込み中…