反応式
C([O:4][CH2:5][C:6]1[C:14]([CH2:15][C@@H:16]([CH2:22][C:23]([O:25][CH2:26]C)=[O:24])[C:17]([O:19][CH2:20]C)=[O:18])=[CH:13][C:12]([Br:28])=[C:11]2[C:7]=1[C:8]([Br:29])=[N:9][NH:10]2)(=O)C.C[O-].[Mg+2].C[O-]>CO>[Br:29][C:8]1[C:7]2[C:11](=[C:12]([Br:28])[CH:13]=[C:14]([CH2:15][C@@H:16]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:17]([O:19][CH3:20])=[O:18])[C:6]=2[CH2:5][OH:4])[NH:10][N:9]=1参加物
実験手順
(S)-Diethyl 2-((4-(acetoxymethyl)-3,7-dibromo-1H-indazol-5-yl)methyl)succinate (540 mg, 1.011 mmol) was dissolved in methanol (12 mL). 6-10% Magnesium methoxide solution in methanol (2.7 mL, 2.041 mmol) was added to the mixture. Reaction stirred at room temperature for 18 hours. Reaction was quenched with 5 mL 1N hydrochloric acid. Mixture stirred at room temperature for 30 minutes. Methanol was removed from the mixture by roto-vap. Residue was dissolved in water and then made basic with aqueous sodium bicarbonate. Material was extracted twice with ethyl acetate and the aqueous phase was discarded. Organics were dried MgSO4, filtered and then concentrated to dryness. Title compound was obtained as white foam in 99% yield. 1H NMR, MS (M−H)−=463.1, 461.1, 465.1.
後処理
- customReaction
- customReaction
- customwas quenched with 5 mL 1N hydrochloric acid
- stirringMixture stirred at room temperature for 30 minutes
- customMethanol was removed from the mixture by roto-vap
- dissolutionResidue was dissolved in water
- extractionMaterial was extracted twice with ethyl acetate
- filtrationfiltered
- concentrationconcentrated to dryness
出典と根拠
- ORDレコード
- ord-4ebe9e1909d84e1f955f7ceafbc22d24
- 出典データセット
- uspto-grants-2008_06
- 特許番号
- US07384931B2
関連ノート
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