Pyridine → 3-(Pyridin-4-ylamino)-1H-indole-2-carboxylic Acid Pentafluorophenyl Ester

HRID 1376120ノート

反応式

HRID 1376120 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9]=2[C:17]([OH:19])=[O:18])=[CH:3][CH:2]=1.N1C=CC=CC=1.FC(F)(F)C(O[C:31]1[C:36]([F:37])=[C:35]([F:38])[C:34]([F:39])=[C:33]([F:40])[C:32]=1[F:41])=O>CN(C)C=O>[F:37][C:36]1[C:31]([O:18][C:17]([C:9]2[NH:10][C:11]3[C:16]([C:8]=2[NH:7][C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:19])=[C:32]([F:41])[C:33]([F:40])=[C:34]([F:39])[C:35]=1[F:38]

参加物

5

反応物 3

HCID 1049PyridineHCID 4327891Pentafluorophenyl TrifluoroacetateHCID 101989283-(pyridin-4-ylamino)-1H-indole-2-carboxylic Acid

生成物 1

HCID 99794613-(Pyridin-4-ylamino)-1H-indole-2-carboxylic Acid Pentafluorophenyl Ester収率 41%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Stir under N2 a suspension of 3-(4-pyridinylamino)-1H-indole-2-carboxylic acid (0.2 g, 0.78 mmol) in dimethylformamide, add pyridine (0.13 mL, 1.6 mmol) and then add dropwise pentafluorophenyl trifluoroacetate (0.31 g, 1.13 mmol). Stir the reaction overnight at ambient temperature and quench into water. Extract the aqueous mixture with ethyl acetate, wash with 5% aqueous potassium carbonate, brine and dry over MgSO4. Concentrate under vacuum to afford a crude solid, which is triturated with ether to obtain 0.13 g (41%) of the title compound: MS 420(M+H).

後処理

  1. stirringStir
  2. customthe reaction overnight at ambient temperature
  3. customquench into water
  4. extractionExtract the aqueous mixture with ethyl acetate
  5. washwash with 5% aqueous potassium carbonate, brine
  6. dry with materialdry over MgSO4
  7. concentrationConcentrate under vacuum
  8. customto afford a crude solid, which
  9. customis triturated with ether

出典と根拠

ORDレコード
ord-8fd45b7092a64aa4b22eccb752c5b292
出典データセット
uspto-grants-2007_01
特許番号
US07169925B2

反応ノート

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