Pyridine → HCID 20026099, compound

HRID 1722961Notes

Reaction equation

HRID 1722961 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:6][C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]2=[O:24])=[C:4]([F:25])[CH:3]=1.Cl[C:27]([O:29][CH2:30][CH3:31])=[O:28].N1C=CC=CC=1>C(OCC)C>[C:27](=[O:28])([O:29][CH2:30][CH3:31])[O:11][CH2:10][CH2:9][O:8][C:7]1[CH:6]=[C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]2=[O:24])[C:4]([F:25])=[CH:3][C:2]=1[Cl:1]

Participants

5

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 20025916HCID 20025916, compound

Product 1

HCID 20026099HCID 20026099, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

using 3-[4-chloro-2-fluoro-5-(2-hydroxyethoxy)-phenyl]-1-methyl-6 -trifluoromethyl-2,4(1H,3H)-pyrimidinedione and ethyl chloroformate with pyridine in diethyl ether there is obtained 2-[2-chloro-5-(3,6-dihydro-2,6-dioxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidinyl]-4-fluorophenoxy]-ethyl ethyl carbonate, 1H-NMR (CDCl3, 400 MHz): 7.32 ppm (d,1H), 6.81 ppm (d,1H), 6.36 ppm (s,1H), 4.47°-4.54 ppm (m,2H), 4.16°-4.27 ppm (m,4H), 3.56 ppm (d,3H), 1.32 ppm (t,3H);

Sources & evidence

ORD record
ord-1744563f71964ed191e6355372374be6
Source dataset
uspto-grants-1989_08
Patent number
US04859229

Reaction notes

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