Trifluoroacetic acid → HCID 14855110, compound

HRID 1722404Notes

Reaction equation

HRID 1722404 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]([N:5]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[C:9]([C:20]([O:22]C(C)(C)C)=[O:21])=[C:8]([CH3:27])[NH:7][C:6]1=[O:28])=[O:4].FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[CH3:29][N:2]([CH3:1])[C:3]([N:5]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[C:9]([C:20]([OH:22])=[O:21])=[C:8]([CH3:27])[NH:7][C:6]1=[O:28])=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14855109HCID 14855109, compound

Product 1

HCID 14855110HCID 14855110, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 3-[(dimethylamino)carbonyl]-1,2,3,4-tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-5-pyrimidinecarboxylic acid, t-butyl ester (230 mg, 0.59 mmol) in chloroform (4.0 ml) was treated with trifluoroacetic acid (1.2 ml) at ambient temperature under argon. Aftr stirring for 2.5 hours, the reaction was evaporated, coevaporated with toluene and crystallized from ethanol/ether to give the title compound as colorless crystals (134 mg), melting point 193°-195° C. TLC (5% methanol/dichloromethane) single spot, Rf =0.21.

Workup

  1. customthe reaction was evaporated
  2. customcrystallized from ethanol/ether

Sources & evidence

ORD record
ord-f32e928d4d464cf383394ef148dcd2b6
Source dataset
uspto-grants-1989_08
Patent number
US04855301

Reaction notes

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