Dimethyl Sulfate → isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-5-ethyl-3,4-dimethyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate

HRID 1252914Notes

Reaction equation

HRID 1252914 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:20](=[O:21])[C:19]([CH2:22][CH3:23])=[C:18]([CH3:24])[NH:17][C:16]2=[O:25])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5].S(OC)(O[CH3:30])(=O)=O>CN(C)C=O>[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:20](=[O:21])[C:19]([CH2:22][CH3:23])=[C:18]([CH3:24])[N:17]([CH3:30])[C:16]2=[O:25])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:8])[CH3:9])=[O:5]

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 20130627isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-5-ethyl-4-methyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate

Product 1

HCID 20130665isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-5-ethyl-3,4-dimethyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

using isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-5-ethyl-4-methyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate and dimethyl sulphate in dimethylformamide there is obtained isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-5-ethyl-3,4-dimethyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate, 1H-NMR (CDCl3, 400 MHz) 7.83 ppm (d, 1H), 7.33 ppm (d, 1H), 5.23 ppm (m, 1H), 3.48 ppm (s, 3H), 2.51 ppm (m, 2H), 2.34 ppm (s, 3H), 1.35 ppm (2xd, 6H), 1.09 ppm (t, 3H),

Sources & evidence

ORD record
ord-be5a2ebb988c4e1a9c2317727beb7e60
Source dataset
uspto-grants-1988_05
Patent number
US04746352

Reaction notes

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