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

HRID 1947743Notes

Reaction equation

HRID 1947743 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][N:4]([CH2:8][C:9]([O:11]C(C)(C)C)=[O:10])[C:3]1=[O:16].C(O)(C(F)(F)F)=O>ClCCl>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][N:4]([CH2:8][C:9]([OH:11])=[O:10])[C:3]1=[O:16]

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-d778348c041042b285ca1b3f70600362
Source dataset
uspto-grants-2013_03
Patent number
US08399480B2

Reaction notes

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