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Sodium Iodide → Methyl 2-{4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl}-1,3-thiazole-5-carboxylate

HRID 2074147
ノート
印刷プレビュー

反応式

HRID 2074147 の反応式
COC([C:5]1([NH2:10])[NH:9][CH:8]=[CH:7][S:6]1)=O.Cl[CH2:12][CH2:13][N:14]([CH2:27][CH2:28]Cl)[C:15](=[O:26])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]([F:25])([F:24])[F:23].[C:30]([O-:33])([O-])=[O:31].[K+].[K+].[Na+].[I-].[CH3:38]OCCOC>>[CH3:38][O:33][C:30]([C:7]1[S:6][C:5]([N:10]2[CH2:28][CH2:27][N:14]([C:15](=[O:26])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([F:25])([F:24])[F:23])[CH2:13][CH2:12]2)=[N:9][CH:8]=1)=[O:31]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 5238Sodium IodideHCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 66584130HCID 66584130、化合物HCID 66584328HCID 66584328、化合物

生成物 1

HCID 57659020Methyl 2-{4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl}-1,3-thiazole-5-carboxylate

実験手順

A reaction mixture of 2-aminothiazole-2-carboxylic acid methyl ester (0.790 g, 5.0 mmol), N,N-bis(2-chloroethyl)-2-trifluoromethylbenzamide (1.880 g, 6 mmol), K2CO3 (1.0 g, 7.2 mmol), and NaI (0.2 g) in 1,2-dimethoxyethane (20 mL) was heated to reflux for 24 hours. The solvent was removed by evaporation, and the residue was dissolved in ethyl acetate, washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to give 2-[4-(2-trifluoromethylbenzoyl)piperazin-1-yl]thiazole-5-carboxylic acid methyl ester (0.317 g) which was used for next step without further purification.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 24 hours
  3. customThe solvent was removed by evaporation
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washwashed with water and brine
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-e5bd44c58aa342668746aa92728865bf
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07919496B2

反応ノート

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