Sodium hydride → HCID 86742800, compound

HRID 1193914Notes

Reaction equation

HRID 1193914 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:14](=[O:15])[C:13]([F:16])=[C:12]([C:17]([F:23])([F:22])[C:18]([F:21])([F:20])[F:19])[N:11]=[C:10]2[O:24][CH3:25])=[C:4]([F:26])[CH:3]=1.[C:27](Cl)(=[O:31])/[CH:28]=[CH:29]/[CH3:30].[H-].[Na+]>CN(C)C=O>[C:27]([O:8][C:7]1[CH:6]=[C:5]([N:9]2[C:14](=[O:15])[C:13]([F:16])=[C:12]([C:17]([F:22])([F:23])[C:18]([F:19])([F:21])[F:20])[N:11]=[C:10]2[O:24][CH3:25])[C:4]([F:26])=[CH:3][C:2]=1[Cl:1])(=[O:31])/[CH:28]=[CH:29]/[CH3:30]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 643131trans-Crotonyl chlorideHCID 21270789HCID 21270789, compound

Product 1

HCID 86742800HCID 86742800, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

using 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-fluoro-2-methoxy-4-pentafluoroethyl-6(1H)-pyrimidinone and crotonoyl chloride with sodium hydride in dimethylformamide there is obtained {2-chloro-4-fluoro-5-[5-fluoro-2 -methoxy-6-oxo-4-pentafluoroethyl-1(6H) -pyrimidinyl]-phenyl} crotonate, 1H-NMR (CDCl3, 400 MHz): 7.42 ppm (d,1H), 7.28 ppm (m,1H), 7.20 ppm (d,1H), 6.08 ppm (m,1H), 3.98 (s,3H), 2.01 ppm (q,3H);

Sources & evidence

ORD record
ord-f6c0458977a54c72bd473e5cf8df131f
Source dataset
uspto-grants-1989_03
Patent number
US04812164

Reaction notes

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