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

HRID 22754
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HRID 22754 반응식
[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
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-67d4f05d2b084337a252cad4a4de9108
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06849629B2

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