Water → 5-chloro-7-fluoro-1-methyl-2-pyridin-3-yl-1H-indole

HRID 1661635ノート

反応式

HRID 1661635 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[NH:7][C:6]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[CH:5]2.[H-].[Na+].I[CH3:21].O>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[N:7]([CH3:21])[C:6]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[CH:5]2

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 595346575-chloro-7-fluoro-2-pyridin-3-yl-1H-indole

生成物 1

HCID 582155765-chloro-7-fluoro-1-methyl-2-pyridin-3-yl-1H-indole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5-chloro-7-fluoro-2-pyridin-3-yl-1H-indole (Example 86, 276 mg, 1.12 mmol) in DMF (4 mL) is added 60% sodium hydride in mineral oil (120 mg, 3.0 mmol) and the suspension is stirred for 30 min. Iodomethane (213 mg, 1.5 mmol) is then added to the reaction mixture and stirred at ambient temperature for 1 h. Water (2 mL) is added to quench the reaction. The mixture is filtered and purified by HPLC using Xbridge C18 with a gradient of acetonitrile in 0.1% NH4OH to afford 5-chloro-7-fluoro-1-methyl-2-pyridin-3-yl-1H-indole. MS (ESI) m/z 261 (M+H)+.

後処理

  1. stirringstirred at ambient temperature for 1 h
  2. customto quench
  3. customthe reaction
  4. filtrationThe mixture is filtered
  5. custompurified by HPLC

出典と根拠

ORDレコード
ord-42aa36411c00462e9194c3a276044504
出典データセット
uspto-grants-2011_10
特許番号
US08030334B2

反応ノート

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