Tert-butyl (e)-3-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4h-pyrido[1,2-a]pyrimidin-3-yl}-2-methyl-2-propenoate → (E)-3-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]-2-methyl-2-propenoic acid

HRID 1828519Notes

Reaction equation

HRID 1828519 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:31]=[CH:30][N:14]3[C:15](=[O:29])[C:16](/[CH:19]=[C:20](\[CH3:28])/[C:21]([O:23]C(C)(C)C)=[O:22])=[CH:17][N:18]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]>FC(F)(F)C(O)=O>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:31]=[CH:30][N:14]3[C:15](=[O:29])[C:16](/[CH:19]=[C:20](\[CH3:28])/[C:21]([OH:23])=[O:22])=[CH:17][N:18]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 86588144Tert-butyl (e)-3-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4h-pyrido[1,2-a]pyrimidin-3-yl}-2-methyl-2-propenoate2×

Product 1

HCID 22063519(E)-3-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]-2-methyl-2-propenoic acidYield 34.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The tert-butyl (E)-3-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido-[1,2-a]pyrimidin-3-yl}-2-methyl-2-propenoate (70 mg) obtained in (A) was dissolved in trifluoroacetic acid (1 ml) and stirred at room temperature for 1 hour, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (21 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7332ea690adb468e9ea175b6403d4a8d
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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