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

HRID 594163ノート

反応式

HRID 594163 の反応式
[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

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-9014d75eece34e6785ce1213f553a6d1
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

反応ノート

読み込み中…