Methyl iodide → [2-(6-Methoxy-indazol-1-yl)-1-methyl-ethyl]-carbamic Acid Benzyl Ester

HRID 967713

反応式

HRID 967713 の反応式
[CH2:1]([O:8][C:9](=[O:24])[NH:10][CH:11]([CH3:23])[CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([OH:22])[CH:20]=2)[CH:15]=[N:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25](=O)([O-])[O-].[Cs+].[Cs+].IC.[Cl-].[NH4+]>CN(C=O)C>[CH2:1]([O:8][C:9](=[O:24])[NH:10][CH:11]([CH3:23])[CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH3:25])[CH:20]=2)[CH:15]=[N:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 25517Ammonium ChlorideHCID 136338685benzyl 2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate

生成物 1

HCID 69752536[2-(6-Methoxy-indazol-1-yl)-1-methyl-ethyl]-carbamic Acid Benzyl Ester収率 92%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of the product from Step A (0.95 g, 3.19 mmol) in DMF (10 mL) was added cesium carbonate (1.26 g, 3.70 mmol) followed by iodomethane (0.23 mL, 3.70 mmol) at room temperature. After stirring for 3 h, saturated aqueous ammonium chloride (30 mL) was added and the mixture extracted with ethyl acetate (3×65 mL). The combined extracts were washed with brine (10 mL), dried (MgSO4) and evaporated to a residue which was purified by chromatography (silica, 20% ethyl acetate in hexane to 30% ethyl acetate in hexane) to give a syrup (0.63 g, 92%): MS (ES) m/z 340(M+).

後処理

  1. extractionthe mixture extracted with ethyl acetate (3×65 mL)
  2. washThe combined extracts were washed with brine (10 mL)
  3. dry with materialdried (MgSO4)
  4. customevaporated to a residue which
  5. customwas purified by chromatography (silica, 20% ethyl acetate in hexane to 30% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-dfa9faadd8ec4aa0ab13300c63c17155
出典データセット
uspto-grants-2005_10
特許番号
US06956036B1

関連ノート

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