Hydrochloric Acid → N-(3-Pyrrolidin-3-yl-phenyl)-3-trifluoromethoxy-benzenesulfonamide

HRID 238968ノート

反応式

HRID 238968 の反応式
COC([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]([F:30])([F:29])[F:28])[CH:21]=3)(=[O:19])=[O:18])[CH:11]=2)[CH2:6]1)=O.Cl>C(O)C>[NH:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:11]=[C:12]([NH:16][S:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]([F:30])([F:28])[F:29])[CH:21]=3)(=[O:19])=[O:18])[CH:13]=[CH:14][CH:15]=2)[CH2:6]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 689511843-[3-(3-Trifluoromethoxy-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester

生成物 1

HCID 68949003N-(3-Pyrrolidin-3-yl-phenyl)-3-trifluoromethoxy-benzenesulfonamide収率 48.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
120 °C

実験手順

3-[3-(3-Trifluoromethoxy-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester (0.105 g; 0.24 mmol) were dissolved in 2.5 ml ethanol and 0.9 ml of concentrated HCl were added. The reaction mixture was heated in a microwave system (CEM) at 90-150° C. for several hours until consumption of starting material. The mixture was then concentrated in vacuo and the acidic aqueous phase extracted twice with diethylether. The aqueous phase was adjusted to pH 9 with 1 N aqueous NaOH, extracted three times with diethylether, and the combined organic layers dried over sodium sulfate, filtered and the solvent evaporated to dryness to yield 45 mg of the product.

後処理

  1. concentrationThe mixture was then concentrated in vacuo
  2. extractionthe acidic aqueous phase extracted twice with diethylether
  3. extractionextracted three times with diethylether
  4. dry with materialthe combined organic layers dried over sodium sulfate
  5. filtrationfiltered
  6. customthe solvent evaporated to dryness

出典と根拠

ORDレコード
ord-bf39860572d5441ab6a39daa997349a0
出典データセット
uspto-grants-2014_02
特許番号
US08642642B2

反応ノート

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