3-Bromo-5-fluoro-2-methylaniline → N-(3-Bromo-5-fluoro-2-methyl-phenyl)-3-fluoro-terephthalamic acid methyl ester

HRID 589508ノート

反応式

HRID 589508 の反応式
[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].[CH3:11][O:12][C:13](=[O:24])[C:14]1[CH:19]=[CH:18][C:17]([C:20](Cl)=[O:21])=[C:16]([F:23])[CH:15]=1>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH3:11][O:12][C:13](=[O:24])[C:14]1[CH:19]=[CH:18][C:17]([C:20]([NH:5][C:4]2[CH:6]=[C:7]([F:9])[CH:8]=[C:2]([Br:1])[C:3]=2[CH3:10])=[O:21])=[C:16]([F:23])[CH:15]=1

参加物

5

反応物 2

HCID 27376413-Bromo-5-fluoro-2-methylanilineHCID 867310014-Chlorocarbonyl-3-fluoro-benzoic acid methyl ester

生成物 1

HCID 71230752N-(3-Bromo-5-fluoro-2-methyl-phenyl)-3-fluoro-terephthalamic acid methyl ester

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

実験手順

3-Bromo-5-fluoro-2-methylaniline (515 mg, 2.53 mmol) was dissolved in pyridine (20 ml). Then Intermediate 33 (547 mg, 2.53 mmol) and DMAP (3.09 mg, 0.025 mmol) were added and the resulting mixture was stirred at r.t. for 2 hrs. The solvents were removed in vacuo and the residue was taken up with EtOAc and H2O. The organic layer was washed with sat. NaHCO3 solution and brine, and then dried over Na2SO4. The solvents were removed in vacuo and the resulting residue was recrystallized with MeOH to afford Intermediate 34 as colorless solid.

後処理

  1. customThe solvents were removed in vacuo
  2. washThe organic layer was washed with sat. NaHCO3 solution and brine
  3. dry with materialdried over Na2SO4
  4. customThe solvents were removed in vacuo
  5. customthe resulting residue was recrystallized with MeOH

出典と根拠

ORDレコード
ord-d92f6207ed644b728c3bb7cb677247ea
出典データセット
uspto-grants-2016_01
特許番号
US09233111B2

反応ノート

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