Sodium hydride → 5-[2-(methylsulfonyl)phenyl]-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde
Reaction equation
[H-].[Na+].[CH3:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[NH:17][CH:16]=[C:15]([CH:18]=[O:19])[CH:14]=1)(=[O:6])=[O:5].C1OCCOCCOCCOCCOC1.[N:35]1[CH:40]=[CH:39][CH:38]=[C:37]([S:41](Cl)(=[O:43])=[O:42])[CH:36]=1>>[CH3:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[N:17]([S:41]([C:37]2[CH:36]=[N:35][CH:40]=[CH:39][CH:38]=2)(=[O:43])=[O:42])[CH:16]=[C:15]([CH:18]=[O:19])[CH:14]=1)(=[O:6])=[O:5]Participants
5
Procedure
By a similar operation as in Reference Example 154 and using sodium hydride (60% in oil, 40 mg), 5-[2-(methylsulfonyl)phenyl]-1H-pyrrole-3-carbaldehyde (88.9 mg), 15-crown-5 (94.4 mg) and pyridin-3-ylsulfonyl chloride (69.7 mg), the title compound was obtained as a colorless amorphous form (yield 72.0 mg, 52%).
Sources & evidence
- ORD record
- ord-aae96c519b1b41c28ef076a1746d137a
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08415368B2
Reaction notes
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