Allyl bromide → HCID 13885860, compound

HRID 1788755Notes

Reaction equation

HRID 1788755 reaction equation
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][S:12][C:13]2[NH:14][C:15]([CH3:32])=[C:16]([C:28]([O:30][CH3:31])=[O:29])[CH:17]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-:27])=[O:26])[CH:20]=3)[N:18]=2)=[CH:7][CH:6]=1.[CH2:33](Br)[CH:34]=[CH2:35]>O1CCCC1>[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][S:12][C:13]2[N:18]([CH2:35][CH:34]=[CH2:33])[CH:17]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-:27])=[O:26])[CH:20]=3)[C:16]([C:28]([O:30][CH3:31])=[O:29])=[C:15]([CH3:32])[N:14]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 13885857HCID 13885857, compound

Product 1

HCID 13885860HCID 13885860, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A slurry of sodium hydride (168 mg, 4.2 mmole, 60% in mineral oil dispersion) in 5 ml of dry tetrahydrofuran at 0° C. under argon was treated dropwise with 1,4-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid, methyl ester in 15 ml of dry tetrahydrofuran. After an additional 10 minutes at 0° C., allyl bromide was added and the reaction mixture was allowed to warm to room temperature overnight.

Sources & evidence

ORD record
ord-d76b34220cb74d5c9ef8c5b1ac5cef9c
Source dataset
uspto-grants-1987_08
Patent number
US04684655

Reaction notes

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