Dimethyl Sulfate → HCID 20130703, compound

HRID 1252913Notes

Reaction equation

HRID 1252913 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:20](=[O:21])[CH:19]=[C:18]([CH2:22][CH3:23])[NH:17][C:16]2=[O:24])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5].S(OC)(O[CH3:29])(=O)=O.[Na]>C(O)(C)C>[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:20](=[O:21])[CH:19]=[C:18]([CH2:22][CH3:23])[N:17]([CH3:29])[C:16]2=[O:24])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 5360545SodiumHCID 20130574HCID 20130574, compound

Product 1

HCID 20130703HCID 20130703, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

using isopropyl 2-chloro-4-fluoro-5-[4-ethyl-3,6-dihydro-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate and dimethyl sulphate with sodium isopropylate in isopropanol there is obtained isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-4-ethyl-3-methyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate, 1H-NMR (CDCl3, 400 MHz) 7.84 ppm (d, 1H), 7.34 ppm (d, 1H), 5.75 ppm (s, 1H), 5.25 ppm (m, 1H), 3.45 ppm (s, 3H), 2.61 ppm (m, 2H), 1.36 ppm (d, 6H), 1.31 ppm (t, 3H),

Sources & evidence

ORD record
ord-60ed621539814492ae2e40cfe540faa3
Source dataset
uspto-grants-1988_05
Patent number
US04746352

Reaction notes

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