Pyrrole → 3-Methoxy-6-(pyrrole-1-sulfonyl)-pyridazine

HRID 22754

反応式

HRID 22754 の反応式
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.F[S:9]([C:12]1[N:13]=[N:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)(=[O:11])=[O:10]>CN(C=O)C>[CH3:19][O:18][C:15]1[N:14]=[N:13][C:12]([S:9]([N:3]2[CH:7]=[CH:6][CH:5]=[CH:4]2)(=[O:11])=[O:10])=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 8027PyrroleHCID 24758Sodium hydrideHCID 110306363-Fluorosulfonyl-6-methoxypyridazine

生成物 1

HCID 120717773-Methoxy-6-(pyrrole-1-sulfonyl)-pyridazine収率 30.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To an ice-cold suspension of sodium hydride (1.86 mmol, 74 mg) in DMF (1 mL) was added a solution of pyrrole (1.86 mmol, 125 mg) in DMF (2 mL). To this was added 3-fluorosulfonyl-6-methoxypyridazine (1.55 mmol, 298 mg) and the reaction mixture was stirred overnight at room temperature. The reaction mixture was quenched with H2O (20 mL) and EtOAc (20 mL) and the EtOAc layer was collected, dried, filtered and evaporated to a residue. The residue was purified by silica gel chromatography (eluent:hexanes:EtOAc::9:1) to obtain 3-methoxy-6-(pyrrole-1-sulfonyl)-pyridazine (30%, 112 mg).

後処理

  1. customThe reaction mixture was quenched with H2O (20 mL) and EtOAc (20 mL)
  2. customthe EtOAc layer was collected
  3. customdried
  4. filtrationfiltered
  5. customevaporated to a residue
  6. customThe residue was purified by silica gel chromatography (eluent:hexanes:EtOAc::9:1)

出典と根拠

ORDレコード
ord-67d4f05d2b084337a252cad4a4de9108
出典データセット
uspto-grants-2005_02
特許番号
US06849629B2

関連ノート

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