Dimethyl Sulfate → HCID 20130703, compound

HRID 845936Notes

Reaction equation

HRID 845936 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-86ccea9db0f34238a8264fae51f52143
Source dataset
uspto-grants-1988_07
Patent number
US04760163

Reaction notes

Loading…