Dicyclohexylcarbodiimide → HCID 20025994, compound

HRID 1722969Notes

Reaction equation

HRID 1722969 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4]([F:22])[CH:3]=1.[CH2:23]([N:25]([CH2:33][CH3:34])[C:26]([CH2:28][CH2:29][C:30](O)=[O:31])=[O:27])[CH3:24].C1(N=C=NC2CCCCC2)CCCCC1.N1(C2C=CN=CC=2)CCCC1>C(Cl)Cl>[CH2:33]([N:25]([CH2:23][CH3:24])[C:26]([CH2:28][CH2:29][C:30]([O:8][C:7]1[CH:6]=[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:18])([F:17])[F:19])[N:11]([CH3:20])[C:10]2=[O:21])[C:4]([F:22])=[CH:3][C:2]=1[Cl:1])=[O:31])=[O:27])[CH3:34]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 15205Butanoic acid, 4-(diethylamino)-4-oxo- (9CI)HCID 755674-PyrrolidinopyridineHCID 112677571-methyl-6-trifluoromethyl-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 20025994HCID 20025994, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

using 3-(4-chloro-2-fluoro-5-hydroxyphenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione and 3-(diethylcarbamoyl)-propionic acid with N,N'-dicyclohexylcarbodiimide and 4-pyrrolidino-pyridine as the catalyst in methylene chloride there is obtained 2-chloro-5-[3,6-dihydro-2,6-dioxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidinyl]-4-fluorophenyl 3-(diethylcarbamoyl)propionate, m.p. 91°-93° C.

Sources & evidence

ORD record
ord-a32c9986a0cc45a7a9a32078928c908f
Source dataset
uspto-grants-1989_08
Patent number
US04859229

Reaction notes

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