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Trifluoroacetic acid → 4-{3-[(6-Chloro-4-o-tolyl-pyridazin-3-yl)-methyl-carbamoyl]-5-trifluoromethyl-benzenesulfonyl}-butyric acid

HRID 403393
ノート
印刷プレビュー

反応式

HRID 403393 の反応式
C([O:5][C:6](=[O:38])[CH2:7][CH2:8][CH2:9][S:10]([C:13]1[CH:18]=C(C)[CH:16]=[C:15]([C:20](=[O:37])[N:21]([C:23]2[N:24]=[N:25][C:26]([Cl:36])=[CH:27][C:28]=2[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH3:35])[CH3:22])[CH:14]=1)(=[O:12])=[O:11])(C)(C)C.C1(OC)C=CC=CC=1.[F:47][C:48]([F:53])([F:52])[C:49](O)=O>ClCCl>[Cl:36][C:26]1[N:25]=[N:24][C:23]([N:21]([CH3:22])[C:20]([C:15]2[CH:14]=[C:13]([S:10]([CH2:9][CH2:8][CH2:7][C:6]([OH:38])=[O:5])(=[O:12])=[O:11])[CH:18]=[C:49]([C:48]([F:53])([F:52])[F:47])[CH:16]=2)=[O:37])=[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH3:35])[CH:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 866984814-{3-[(6-Chloro-4-o-tolyl-pyridazin-3-yl)-methyl-carbamoyl]-5-methyl-benzenesulfonyl}-butyric acid tert-butyl ester

生成物 1

HCID 717662294-{3-[(6-Chloro-4-o-tolyl-pyridazin-3-yl)-methyl-carbamoyl]-5-trifluoromethyl-benzenesulfonyl}-butyric acid

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of 4-{3-[(6-chloro-4-o-tolyl-pyridazin-3-yl)-methyl-carbamoyl]-5-methyl-benzenesulfonyl}-butyric acid tert-butyl ester (0.055 g, 89.9 μmol) in dichloromethane (1.5 mL) were added anisole (10.7 mg, 10.8 μL, 98.8 μmol) and trifluoroacetic acid (512 mg, 346 μL, 4.49 mmol) and the light yellow solution was stirred at room temperature for 3.5 hours. The reaction mixture was evaporated to dryness and the residue treated with toluene and again completely evaporated. The product was purified by preparative HPLC (Gemini NX column) using a gradient of methanol:water (containing 0.1% formic acid) (20:80 to 98:2). Colorless foam (0.037 g; 74%). MS (ESI+): m/z=556.09 ([M+H]+).

後処理

  1. customThe reaction mixture was evaporated to dryness
  2. additionthe residue treated with toluene
  3. customagain completely evaporated
  4. customThe product was purified by preparative HPLC (Gemini NX column)

出典と根拠

ORDレコード
ord-d0e76d6839fd4653b16588e8e41c372e
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08748434B2

反応ノート

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