Water → Methyl 2-({[3-fluoro-5-(pyridin-3-yloxy)phenyl]amino}sulfonyl)benzoate

HRID 1809829ノート

反応式

HRID 1809829 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([O:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:8]=1)[NH2:5].Cl[S:17]([C:20]1[CH:29]=[CH:28][CH:27]=[CH:26][C:21]=1[C:22]([O:24][CH3:25])=[O:23])(=[O:19])=[O:18].O.[Cl-].[NH4+]>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([NH:5][S:17]([C:20]2[CH:29]=[CH:28][CH:27]=[CH:26][C:21]=2[C:22]([O:24][CH3:25])=[O:23])(=[O:19])=[O:18])[CH:6]=[C:7]([O:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 117830Benzoic acid, 2-(chlorosulfonyl)-, methyl esterHCID 534396383-Fluoro-5-(pyridin-3-yloxy)aniline

生成物 1

HCID 67133780Methyl 2-({[3-fluoro-5-(pyridin-3-yloxy)phenyl]amino}sulfonyl)benzoate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 3-fluoro-5-(pyridin-3-yloxy)aniline (1.10 g) in pyridine (22 ml), 1.92 g of methyl 2-(chlorosulfonyl)benzoate was added, and the reaction solution was stirred overnight at room temperature. Water and a saturated aqueous ammonium chloride solution were added to the reaction solution, and the mixture was extracted with ethyl acetate. The combined organic layers were washed with a 1N aqueous hydrochloric acid solution and a saturated saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel chromatography to yield the title compound as a white solid.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe combined organic layers were washed with a 1N aqueous hydrochloric acid solution
  3. dry with materiala saturated saline solution and dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe resultant residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-c3602dc7fd3d4c68929a4ce8a853485e
出典データセット
uspto-grants-2013_01
特許番号
US08362052B2

反応ノート

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