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

HRID 1260228노트

반응식

HRID 1260228 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-da0f5195064d4726a79f8613219e4507
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470810B2

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