HCID 69158921, compound → HCID 58788286, compound

HRID 2374746Notes

Reaction equation

HRID 2374746 reaction equation
[CH2:1]([C:3]1[C:4](=[O:26])[N:5]=[C:6]([CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[N:7]([CH2:9][C:10]([O:12]C(C)(C)C)=[O:11])[CH:8]=1)[CH3:2]>FC(F)(F)C(O)=O>[CH2:1]([C:3]1[C:4](=[O:26])[N:5]=[C:6]([CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[N:7]([CH2:9][C:10]([OH:12])=[O:11])[CH:8]=1)[CH3:2]

Participants

3

Reactant 1

HCID 69158921HCID 69158921, compound

Product 1

HCID 58788286HCID 58788286, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

t-Butyl 2-(5-ethyl-2-[2-(4-fluorophenyl)ethyl]-4-oxo-4H-pyrimidin-1-yl)acetate (Int B51) (1 g) was dissolved in trifluoroacetic acid (10 ml) and stirred for 3 h at room temperature. The solution was concentrated under vacuum to a foam. Trituration with ether afforded the title compound as a colourless solid, (0.783 g, 93%), 1H-NMR (DMSO) δ 1.05 (3H, t, J=7.5Hz), 2.24 (2H, q, J=7.5 Hz), 2.79 (2H, m), 2.93 (2H, m), 4.79 (2H, s), 7.11 (2H, m), 7.30 (2H, m), 7.53 (1H, s) and 12.48 (1H, br. s). (APCI−) Found (M−1)=303, C16H17FN2O3 requires 304.

Workup

  1. concentrationThe solution was concentrated under vacuum to a foam

Sources & evidence

ORD record
ord-6d98c9ecf3e94bee905b5b28938fbd60
Source dataset
uspto-grants-2008_12
Patent number
US07462620B2

Reaction notes

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