Propargyl bromide → HCID 21270770, compound

HRID 1193905Notes

Reaction equation

HRID 1193905 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:22])([F:21])[C:17]([F:20])([F:19])[F:18])[N:11]=[C:10]2[O:23][CH2:24][CH2:25][CH3:26])=[C:4]([F:27])[CH:3]=1.[CH2:28](Br)[C:29]#[CH:30].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[Cl:1][C:2]1[C:7]([O:8][CH2:30][C:29]#[CH:28])=[CH:6][C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:21])([F:22])[C:17]([F:20])([F:18])[F:19])[N:11]=[C:10]2[O:23][CH2:24][CH2:25][CH3:26])=[C:4]([F:27])[CH:3]=1

Participants

5

Reactant 3

HCID 7842Propargyl bromideHCID 10340Sodium CarbonateHCID 21270728HCID 21270728, compound

Product 1

HCID 21270770HCID 21270770, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

using 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-pentafluoroethyl-2-(n-propoxy)-6(1H)-pyrimidinone and propargyl bromide with sodium carbonate in acetone there is obtained 1-[4-chloro-2-fluoro-5-(2-propynyloxy)-phenyl]-4-pentafluoroethyl-2-(n-propoxy)-6(1H)-pyrimidinone, 1H-NMR (CDCl3, 400 MHz): 7.34 ppm (d,1H), 6.98 ppm (d,1H), 6.65 ppm (s,1H), 4.76 ppm (m,2H), 4.36 ppm (m,2H), 2.56 ppm (t,1H), 1.67 ppm (m,2H), 0.85 ppm (t,3H);

Sources & evidence

ORD record
ord-92993780fb5d4afb81984322db4fb495
Source dataset
uspto-grants-1989_03
Patent number
US04812164

Reaction notes

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