Triphenylphosphine → HCID 18759643, compound

HRID 432560Notes

Reaction equation

HRID 432560 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[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])=[CH:4][C:3]=1[OH:22].O[CH:24]([C:26]1[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=1)[O:29][CH:30]([CH3:35])[C:31]([O:33][CH3:34])=[O:32])[CH3:25].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C([O-])=O)=NC([O-])=O>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:18])([F:19])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:4][C:3]=1[O:22][CH:24]([C:26]1[CH:27]=[C:28]([CH:36]=[CH:37][CH:38]=1)[O:29][CH:30]([CH3:35])[C:31]([O:33][CH3:34])=[O:32])[CH3:25]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 112677571-methyl-6-trifluoromethyl-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedioneHCID 18759644HCID 18759644, compoundHCID 51573101N-carboxylatoiminocarbamate

Product 1

HCID 18759643HCID 18759643, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 10 ml of anhydrous tetrahydrofuran were dissolved 0.3 g of 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-1-yl]phenol, 0.199 g of methyl 2-[3-(1-hydroxyethyl)phenoxy]propionate and 0.232 g of triphenylphosphine; 0.179 g of dilsopropyl azodicarboxylate was added dropwise under ice-cooling and stirring and the mixture was stirred overnight at room temperature. The reaction solution was concentrated under reduced pressure; the obtained residue was subjected to silica gel column chromatography to give methyl 2-[3-(1-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-1-yl]phenoxy}ethyl)phenoxy]propionate [Compound 2-21].

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred overnight at room temperature
  3. concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-97004c141c204d09b5b9f9724910fc3a
Source dataset
uspto-grants-2003_12
Patent number
US06664214B1

Reaction notes

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