Sodium hydride → HCID 66924804, compound

HRID 554381Notes

Reaction equation

HRID 554381 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][CH:11]=[C:10]([CH2:13][N:14]([CH3:22])[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:9]=2)=[C:4]([F:23])[CH:3]=1.[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>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([S:48]([C:44]3[CH:43]=[N:42][CH:47]=[CH:46][CH:45]=3)(=[O:50])=[O:49])[CH:11]=[C:10]([CH2:13][N:14]([CH3:22])[C:15](=[O:21])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH:9]=2)=[C:4]([F:23])[CH:3]=1

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 66925250HCID 66925250, compound

Product 1

HCID 66924804HCID 66924804, compound

Procedure

By a similar operation as in Reference Example 146 and using tert-butyl {[5-(4-chloro-2-fluorophenyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (127 mg), sodium hydride (60% in oil, 54 mg), 15-crown-5 (0.22 mL) and pyridin-3-ylsulfonyl chloride hydrochloride (120 mg), the title compound was obtained as a colorless oil (yield 103 mg, 57%).

Sources & evidence

ORD record
ord-fc26ee96f5454f9dbd3e5b5c472d7e0a
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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