Sodium hydride → HCID 66925320, compound

HRID 1782269Notes

Reaction equation

HRID 1782269 reaction equation
[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:9][C:10]1[CH:14]=[C:13]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[F:22])[NH:12][CH:11]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].C1OCCOCCOCCOCCOC1.Cl.[N:42]1[CH:47]=[CH:46][CH:45]=[C:44]([S:48](Cl)(=[O:50])=[O:49])[CH:43]=1>>[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:9][C:10]1[CH:14]=[C:13]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[F:22])[N:12]([S:48]([C:44]2[CH:43]=[N:42][CH:47]=[CH:46][CH:45]=2)(=[O:50])=[O:49])[CH:11]=1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 66925055HCID 66925055, compound

Product 1

HCID 66925320HCID 66925320, compound

Procedure

By a similar operation as in Reference Example 44 and using tert-butyl{[5-(2,5-difluorophenyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (135 mg), sodium hydride (60% in oil, 60 mg), 15-crown-5 (0.25 mL) and pyridin-3-ylsulfonyl chloride hydrochloride (135 mg), the title compound was obtained as a colorless oil (yield 105 mg, 54%).

Sources & evidence

ORD record
ord-123e1f94be234b11acb7f52296716d61
Source dataset
uspto-grants-2009_03
Patent number
US07498337B2

Reaction notes

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