Sodium hydride → HCID 66925125, compound

HRID 554379Notes

Reaction equation

HRID 554379 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:13][CH:12]=[C:11]([CH2:14][N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:10]=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>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:13]([S:48]([C:44]2[CH:43]=[N:42][CH:47]=[CH:46][CH:45]=2)(=[O:50])=[O:49])[CH:12]=[C:11]([CH2:14][N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH:10]=1

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 66925044HCID 66925044, compound

Product 1

HCID 66925125HCID 66925125, compound

Procedure

By a similar operation as in Reference Example 146 and using tert-butyl {[5-(2,4-difluorophenyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (113 mg), sodium hydride (60% in oil, 51 mg), 15-crown-5 (0.21 mL) and pyridin-3-ylsulfonyl chloride hydrochloride (113 mg), the title compound was obtained as a pale-yellow oil (yield 110 mg, 68%).

Sources & evidence

ORD record
ord-ce107810d73546c1ad9e5ea1018ee1df
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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