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Hydrochloric Acid → 1-(4-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

HRID 336183
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반응식

HRID 336183 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:12]([C:16]1[O:20][N:19]=[C:18]([NH:21][C:22]([CH:24]2[CH2:29][CH2:28][CH2:27][NH:26][CH2:25]2)=[O:23])[CH:17]=1)([CH3:15])([CH3:14])[CH3:13].Cl.C(N(CC)C(C)C)(C)C>CN(C=O)C.CN(C)C1C=CN=CC=1.C(OCC)(=O)C>[C:12]([C:16]1[O:20][N:19]=[C:18]([NH:21][C:22]([CH:24]2[CH2:29][CH2:28][CH2:27][N:26]([S:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)(=[O:10])=[O:9])[CH2:25]2)=[O:23])[CH:17]=1)([CH3:15])([CH3:13])[CH3:14]
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참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 73984-Chlorobenzenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 58563805Piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

생성물 1

HCID 468721561-(4-Chloro-benzenesulfonyl)-piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide

시약·촉매·용매 3

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6228Dimethylformamide용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-chlorophenylsulfonyl chloride (117.35 mg; 0.556 mmol) in DMF (2 mL) is added piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (160 mg; 0.556 mmol), N,N-diisopropylethylamine (0.261 mL; 1.5 mmol) and 4-dimethylaminopyridine (2 mg, 0.016 mmol). The reaction mixture is left stirring at room temperature for 18 hours. After this time, the mixture is diluted with ethyl acetate and washed with water 3 times, then brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica using methanol/methylene chloride provides the title compound, m/z 426/428 [M+H+].

후처리

  1. waitThe reaction mixture is left
  2. washwashed with water 3 times
  3. dry with materialbrine, dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography on silica

출처 및 근거

ORD 기록
ord-9cc808a8503f4899baf705b2d519f451
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889670B2

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