Hydrochloric Acid → 4-Isopropyl-N-(3-pyrrolidin-3-yl-phenyl)-benzenesulfonamide

HRID 1260228ノート

反応式

HRID 1260228 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][C:23]([CH:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[CH:11]=2)[CH2:6]1)=O.Cl>CCO>[CH:26]([C:23]1[CH:24]=[CH:25][C:20]([S:17]([NH:16][C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([CH:7]3[CH2:8][CH2:9][NH:5][CH2:6]3)[CH:11]=2)(=[O:18])=[O:19])=[CH:21][CH:22]=1)([CH3:28])[CH3:27]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 536286573-[3-(4-Isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester

生成物 1

HCID 574700764-Isopropyl-N-(3-pyrrolidin-3-yl-phenyl)-benzenesulfonamide収率 25.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3-[3-(4-Isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester (900 mg, 1.13 mmol) and HCl (8M, 273.90 mmol) in EtOH (20 ml) were heated to reflux for 48 h. The mixture was extracted twice with ethyl acetate and then NaOH (2M) was added. The aqueous phase was extracted twice with ethyl acetate. The combined organic layers were washed with water and saturated sodium chloride solution, dried over MgSO4 and evaporated under reduced pressure to give the product as a brown oil (100 mg, 13%).

後処理

  1. temperatureto reflux for 48 h
  2. extractionThe mixture was extracted twice with ethyl acetate
  3. additionNaOH (2M) was added
  4. extractionThe aqueous phase was extracted twice with ethyl acetate
  5. washThe combined organic layers were washed with water and saturated sodium chloride solution
  6. dry with materialdried over MgSO4
  7. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-da0f5195064d4726a79f8613219e4507
出典データセット
uspto-grants-2013_06
特許番号
US08470810B2

反応ノート

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