3-(Difluoromethoxy)benzenesulfonyl chloride → 4-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methoxy-phenyl]-piperazine-1-carboxylic Acid tert-butyl Ester

HRID 1710598노트

반응식

HRID 1710598 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([NH2:20])[CH:17]=[CH:16][C:15]=2[O:21][CH3:22])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:23][CH:24]([F:36])[O:25][C:26]1[CH:27]=[C:28]([S:32](Cl)(=[O:34])=[O:33])[CH:29]=[CH:30][CH:31]=1>N1C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([NH:20][S:32]([C:28]3[CH:29]=[CH:30][CH:31]=[C:26]([O:25][CH:24]([F:23])[F:36])[CH:27]=3)(=[O:34])=[O:33])[CH:17]=[CH:16][C:15]=2[O:21][CH3:22])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 27782263-(Difluoromethoxy)benzenesulfonyl chlorideHCID 10686178Tert-butyl 4-(5-amino-2-methoxyphenyl)piperazine-1-carboxylate

생성물 1

HCID 576995064-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methoxy-phenyl]-piperazine-1-carboxylic Acid tert-butyl Ester수율 75.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

0.745 g of 4-(5-Amino-2-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (2.423 mmol) were dissolved in 35 ml of pyridine. 0.588 g of 3-(difluoromethoxy)-benzene-sulfonylchloride were added dropwise and the reaction mixture was stirred for 72 h at room temperature. The solvent was evaporated, the residue was dissolved in 40 ml dichloromethane and the organic phase was washed twice with 30 ml aqueous saturated ammonium chloride. The organic phase was dried over magnesium sulfate, filtered, and the solvent was evaporated under reduced pressure. The crude product was purified three times via silica gel chromatography using dichloromethane-methanol, and dichloromethane-ethyl acetate as eluent. 0.94 g of the title compound were isolated.

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in 40 ml dichloromethane
  3. washthe organic phase was washed twice with 30 ml aqueous saturated ammonium chloride
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent was evaporated under reduced pressure
  7. customThe crude product was purified three times via silica gel chromatography

출처 및 근거

ORD 기록
ord-0e696af7ba8c420c99894e94d037ad6f
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790727B2

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