반응 #2275712

반응 방정식

HCl

[(4-(4-methyl-phenyl)pyridine-2-carbonyl)-amino]-acetic acid methyl ester

H2O

LiOH.H2O

→

desired compound

수율 12.0%

[(4-(4-Methyl-phenyl)pyridine-2-carbonyl)-amino]-acetic acid

수율 12.0%

용매

THF

반응 조건

후처리

1. 1
   기타The solvents are removed under reduced pressure
2. 2
   workup.ADDITIONthe solid that remains is suspended in a mixture of THF
3. 3
   여과MeOH and filtered
4. 4
   농축The filtrate is concentrated under reduced pressure
5. 5
   기타the resulting solid is triturated with MeOH
6. 6
   여과collected by filtration

실험 절차

To a solution of [(4-(4-methyl-phenyl)pyridine-2-carbonyl)-amino]-acetic acid methyl ester, 24, (0.092 g, 0.32 mmol) in THF (2 mL) at room temperature is added H2O (1 mL) and LiOH.H2O (0.027 g, 0.64 mmol). The reaction is stirred for 16 hours after which time the solution is acidified using 1M HCl. The solvents are removed under reduced pressure and the solid that remains is suspended in a mixture of THF: MeOH and filtered. The filtrate is concentrated under reduced pressure and the resulting solid is triturated with MeOH and collected by filtration to provide 0.012 g (12% yield) of the desired compound as a colorless solid. 1H NMR (250 MHz, MeOD) δ ppm 8.69 (1H, d, J=4.8 Hz), 8.38 (1H, s), 7.86 (1H, d, J=6.2 Hz), 7.72 (2H, d, J=8.1 Hz), 7.38 (1H, d, J=7.9 Hz), 4.21 (1H, s), 2.44 (2H, s). HPLC-MS: m/z 271 [M+H]+.

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