Dimethyl Sulfate → HCID 20130694, compound

HRID 1252912Notes

Reaction equation

HRID 1252912 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][CH2:23][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.[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][CH2:23][CH3:24])[N:17]([CH3:30])[C:16]2=[O:25])=[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 20130638HCID 20130638, compound

Product 1

HCID 20130694HCID 20130694, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

using isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-4-propyl-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-3-methyl-4-propyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate, 1H-NMR (CDCl3, 400 MHz) 7.83 ppm (d, 1H), 7.34 ppm (d, 1H), 5.73 ppm (s, 1H), 5.23 ppm (m, 1H), 3.45 ppm (s, 3H), 2.53 ppm (t, 2H), 1.72 ppm (m, 2H), 1.36 ppm (d, 6H), 1.10 ppm (t, 3H),

Sources & evidence

ORD record
ord-86f4e02cbd9a48b4bf54a5e749a10a63
Source dataset
uspto-grants-1988_05
Patent number
US04746352

Reaction notes

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