Trifluoroacetic acid → (3-Methyl-2-oxotetrahydropyrimidin-1(2H)-yl)acetic acid

HRID 887145Notes

Reaction equation

HRID 887145 reaction equation
C([O:5][C:6](=[O:16])[CH2:7][N:8]1[CH2:13][CH2:12][CH2:11][N:10]([CH3:14])[C:9]1=[O:15])(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH3:14][N:10]1[CH2:11][CH2:12][CH2:13][N:8]([CH2:7][C:6]([OH:16])=[O:5])[C:9]1=[O:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59011720Tert-butyl(3-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)acetate

Product 1

HCID 57907519(3-Methyl-2-oxotetrahydropyrimidin-1(2H)-yl)acetic acidYield 1,012.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.090 g (0.39 mmol) of tert-butyl (3-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)acetate from step B above in 4 mL of anhydrous dichloromethane was added 1 mL of TFA. The resulting mixture was stirred at ambient temperature for 6 h then evaporated to dryness in vacuo to afford the title compound as an off-white gum (0.68 g, 99%). LC-MS: m/z (ES) 173 (MH)+.

Workup

  1. customthen evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-8059e3d5c12c4bf883e388dcc4d3a4bd
Source dataset
uspto-grants-2012_08
Patent number
US08247415B2

Reaction notes

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