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

HRID 845913Notes

Reaction equation

HRID 845913 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([NH:15][C:16]([NH:18][C:19]([CH3:28])=[C:20]([C:23](OCC)=[O:24])[CH2:21][CH3:22])=[O:17])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5].[Na]>C(O)(C)C.CN(C)C=O>[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:23](=[O:24])[C:20]([CH2:21][CH3:22])=[C:19]([CH3:28])[NH:18][C:16]2=[O:17])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 54032414Isopropyl 2-chloro-4-fluoro-5-{3-[2-(ethoxycarbonyl)-1-methyl-1-butenyl]ureido}-benzoate

Product 1

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

Reagents, catalysts & solvents 1

HCID 20197112Isopropanol dimethylformamideSolvent

Procedure

using isopropyl 2-chloro-4-fluoro-5-{3-[2-(ethoxycarbonyl)-1-methyl-1-butenyl]ureido}-benzoate with sodium isopropylate in an isopropanol/dimethylformamide mixture there is obtained isopropyl 2-chloro-4-fluoro-5-[3,6-dihydro-5-ethyl-4-methyl-2,6-dioxo-1(2H)-pyrimidinyl]-benzoate, m.p. 176°-178° C.,

Sources & evidence

ORD record
ord-36647cb6f6da4c458ae0d854222c1402
Source dataset
uspto-grants-1988_07
Patent number
US04760163

Reaction notes

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