Water → 3-[3-(4-Isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester

HRID 2262611노트

반응식

HRID 2262611 반응식
[CH3:1][O:2][C:3]([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=2)[CH2:6]1)=[O:4].C(N(CC)CC)C.[CH:24]([C:27]1[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1)([CH3:26])[CH3:25].O>C1COCC1>[CH3:1][O:2][C:3]([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][S:33]([C:30]3[CH:31]=[CH:32][C:27]([CH:24]([CH3:26])[CH3:25])=[CH:28][CH:29]=3)(=[O:35])=[O:34])[CH:11]=2)[CH2:6]1)=[O:4]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 27348824-(Propan-2-yl)benzene-1-sulfonyl chlorideHCID 57470075Methyl 3-(3-aminophenyl)pyrrolidine-1-carboxylate

생성물 1

HCID 536286573-[3-(4-Isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidine-1-carboxylic acid methyl ester수율 109.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-(3-amino-phenyl)-pyrrolidine-1-carboxylic acid methyl ester (500 mg, 2.27 mmol) and triethylamine (500 mg, 4.94 mmol) in THF (20 ml) at 10° C. 4-isopropyl-benzenesulfonylchloride (500 mg, 2.27 mmol) was added. The mixture was allowed to come to room temperature and was stirred for 16 h. The mixture was poured into water and extracted three times with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried over MgSO4 and evaporated under reduced pressure to give the product as a brown oil (1 g, 100%).

후처리

  1. customat 10° C
  2. customto come to room temperature
  3. extractionextracted three times with ethyl acetate
  4. washThe organic layer was washed with water and saturated sodium chloride solution
  5. dry with materialdried over MgSO4
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-a93a67fb6ce64c2c93ca16e78ce888fe
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851463B2

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