Dichloromethane → 4-((cis-3-fluoropiperidin-4-yl)methoxy)-N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)benzenesulfonamide

HRID 594163노트

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HRID 594163 반응식
[F:1][C@H:2]1[C@@H:7]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([S:16](=[O:33])(=[O:32])[N:17]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH:25]([CH3:27])[CH3:26])=[CH:20][N:19]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.ClCCl>FC(F)(F)C(O)=O>[F:1][C@H:2]1[C@@H:7]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([S:16]([N:17]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH:25]([CH3:26])[CH3:27])=[CH:20][N:19]=3)(=[O:32])=[O:33])=[CH:14][CH:15]=2)[CH2:6][CH2:5][NH:4][CH2:3]1

참가 물질

4

반응물 2

HCID 6344DichloromethaneHCID 117925923tert-butyl cis-3-fluoro-4-((4-(N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)sulfamoyl)phenoxy)methyl)piperidine-1-carboxylate

생성물 1

HCID 898761154-((cis-3-fluoropiperidin-4-yl)methoxy)-N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)benzenesulfonamide수율 51.2%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

tert-Butyl cis-3-fluoro-4-((4-(N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)sulfamoyl)phenoxy)methyl)piperidine-1-carboxylate (53 mg, 0.09 mmol) was dissolved in trifluoroacetic acid (TFA) (1 mL) and dichloromethane (DCM) (1 mL) and stirred under nitrogen, at room temperature for 30 minutes. The reaction was concentrated under a stream of nitrogen, then purified by mass directed autoprep (ammonium carbonate modifier) to give the title compound (22 mg). LCMS (2 min, formic) Rt 1.06 min, m/z (ES+) 478 (M+H).

후처리

  1. concentrationThe reaction was concentrated under a stream of nitrogen
  2. custompurified by mass

출처 및 근거

ORD 기록
ord-9014d75eece34e6785ce1213f553a6d1
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242972B2

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