New downstream synthetic route of 3-Amino-5-methylpyridin-2(1H)-one

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Electric Literature of 52334-51-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[00266] Example 102: To a suspension of Example 12 (42 mg, 0.081 mmol) in sodium hydroxide (806 mu, 0.806 mmol) was added Example 102A (10 mg, 0.081 mmol). The reaction mixture was stirred at 40 C for over the weekend. The reaction was quenched with 1 N HC1 and MeOH. The organic layer was reduced in vacuo, and was purified using a 10 minutes gradient from 0 to 100%> B (Column: PHENOMENEX Axia Luna 100×20 mm 5u (10 min gradient). Solvent A: 10% ACN-90% H2O-0.1% TFA, Solvent B: 90% ACN-10% H2O-0.1% TFA) to give Example 102 (19 mg, 32% yield). lH NMR (400 MHz, MeOD) delta ppm 1.55 (s, 3H), 1.56 (s, 3H), 2.50 (s, 3 H), 3.25 – 3.27 (m, 1 H), 3.88 (d, J = 9.85 Hz, 1 H), 6.78 (d, J = 8.34 Hz, 1 H), 6.96 – 6.99 (m, 2 H), 7.09 – 7.13 (m, 1 H), 7.17 (d, J = 9.09 Hz, 2 H), 7.50 – 7.55 (m, 3 H), 7.93 (d, J = 8.08 Hz, 1 H), 7.98 (m, 1 H), 8.16 (m, 1 H). LCMS (ESI) m/z 590.0 (M+H)+, RT = 4.26 min (Method C).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
Pyridine – Wikipedia,
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