Lithium Hydroxide → N-(2-fluoroethyl)-N-methyloxamic acid

To a solution of ethyl 2-((2-fluoroethyl)(methyl)amino)-2-oxoacetate (1.2 g, 7.36 mmol) in methanol/water (30 mL, 1:1) was added LiOH (0.352 g, 14.71 mmol). The solution was stirred for 2 h. The methanol was removed by concentration and concentrated HCl (2 mL) was added. The solvent was removed and the residue dissolved in CH2Cl2 and filtered. The filtrate was concentrated to give the title compound as an off-white crystalline powder (0.615 g, 56% yield). 1H NMR (400 MHz, CDCl3) δ: 4.47-4.89 (2 H, m) 3.67-4.39 (2 H, m) 3.07-3.60 (3 H, m).

1. customThe methanol was removed by concentration and concentrated HCl (2 mL)
2. additionwas added
3. customThe solvent was removed
4. dissolutionthe residue dissolved in CH2Cl2
5. filtrationfiltered
6. concentrationThe filtrate was concentrated

ORD record

ord-e959f6e3c945458ea2af07eda1ca0a8e

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08129398B2