Sodium hydride → HCID 66924804, compound

HRID 1012444Notes

Reaction equation

HRID 1012444 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]=[CH:19][C:18]([Cl:21])=[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]=[CH:19][C:18]([Cl:21])=[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 66925250HCID 66925250, compound

Product 1

HCID 66924804HCID 66924804, compound

Procedure

By a similar operation as in Reference Example 44 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-f3f76b0597d94552855d0cd0da77c75f
Source dataset
uspto-grants-2011_07
Patent number
US07977488B2

Reaction notes

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