Sodium hydride → HCID 86620768, compound

HRID 554343Notes

Reaction equation

HRID 554343 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:12][CH:11]=[C:10]([CH:13]=[O:14])[C:9]=1[CH3:15].[H-].[Na+].C1OCCOCCOCCOCCOC1.[N:33]1[CH:38]=[CH:37][CH:36]=[C:35]([S:39](Cl)(=[O:41])=[O:40])[CH:34]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]([S:39]([C:35]2[CH:34]=[N:33][CH:38]=[CH:37][CH:36]=2)(=[O:41])=[O:40])[CH:11]=[C:10]([CH:13]=[O:14])[C:9]=1[CH3:15]

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 3164136Pyridine-3-sulfonyl chlorideHCID 86232752HCID 86232752, compound

Product 1

HCID 86620768HCID 86620768, compound

Procedure

By a similar procedure as in Reference Example 256 and using 5-(2-fluorophenyl)-4-methyl-1H-pyrrole-3-carbaldehyde (301 mg), sodium hydride (60% in oil, 179 mg), 15-crown-5 (0.88 mL) and pyridin-3-ylsulfonyl chloride (476 mg), the title compound was obtained as white crystals (yield 440 mg, 87%).

Sources & evidence

ORD record
ord-0ecbd3de46004b4fa87a8d39c763a4ab
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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