tert.-Butyl [6-(4-cyanophenyl)-5-(cyclobutylcarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-yl]acetate → [6-(4-Cyanophenyl)-5-(cyclobutylcarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl]acetic acid

HRID 421797Notes

Reaction equation

HRID 421797 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[N:14]([CH2:15][C:16]([O:18]C(C)(C)C)=[O:17])[C:13](=[O:23])[N:12]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=3)[C:11]([CH3:34])=[C:10]2[C:35]([CH:37]2[CH2:40][CH2:39][CH2:38]2)=[O:36])=[CH:5][CH:4]=1)#[N:2]>FC(F)(F)C(O)=O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[N:14]([CH2:15][C:16]([OH:18])=[O:17])[C:13](=[O:23])[N:12]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:32])([F:31])[F:33])[CH:25]=3)[C:11]([CH3:34])=[C:10]2[C:35]([CH:37]2[CH2:38][CH2:39][CH2:40]2)=[O:36])=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 1

HCID 59684827tert.-Butyl [6-(4-cyanophenyl)-5-(cyclobutylcarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-yl]acetate

Product 1

HCID 59684813[6-(4-Cyanophenyl)-5-(cyclobutylcarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidin-1(2H)-yl]acetic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert.-Butyl [6-(4-cyanophenyl)-5-(cyclobutylcarbonyl)-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-3,6-dihydropyrimidine-1(2H)-yl]acetate (Example 26) (35 mg, 0.063 mmol) is dissolved in trifluoroacetic acid (1 ml). After 5 minutes stirring, the solution is concentrated in vacuo and the residue is purified by HPLC (RP18 column; eluent: acetonitrile/0.1% aq. formic acid 10:90→90:10).

Workup

  1. concentrationthe solution is concentrated in vacuo
  2. customthe residue is purified by HPLC (RP18 column; eluent: acetonitrile/0.1% aq. formic acid 10:90→90:10)

Sources & evidence

ORD record
ord-37db4a93e2e741a49ba0ce8c9a14b815
Source dataset
uspto-grants-2012_01
Patent number
US08101615B2

Reaction notes

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