ChemicalBook CAS DataBase List N-(PYRID-2-YL)PIPERIDINE-4-CARBOXYLIC ACID

N-(PYRID-2-YL)PIPERIDINE-4-CARBOXYLIC ACID synthesis

6synthesis methods

Product Name:N-(PYRID-2-YL)PIPERIDINE-4-CARBOXYLIC ACID
CAS Number:685827-70-7
Molecular formula:C11H14N2O2
Molecular Weight:206.24

methyl 1-(2-pyridyl)piperidine-4-carboxylate

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N-(PYRID-2-YL)PIPERIDINE-4-CARBOXYLIC ACID

685827-70-7
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Yield:685827-70-7 65.95%

Reaction Conditions:

with lithium hydroxide monohydrate;water in tetrahydrofuran at 20; for 16 h;

Steps:

156.2 Step-2: Synthesis of 1-(pyridin-2-yl)piperidine-4-carboxylic acid:

To a stirred solution of methyl 1-(2-pyridyl)piperidine-4-carboxylate 3 (200 mg, 907.99 umol) in THF (8 mL) and Water (2 mL) was added Lithium hydroxide monohydrate, 98% (114.30 mg, 2.72 mmol, 75.69 uL) .It was stirred at RT for 16h.It was quenched with 1N HCl to nutralise the solution and was axtracted with ethylacetate four times.Combined organic part was washed with brine, dried over sodium sulfate, concentrated under reduced pressure to afford 1-(2-pyridyl)piperidine-4-carboxylic acid 4 (130 mg, 598.82 umol, 65.95% yield, 95% purity) as a white solid.12.21 (s, 1H), 8.09-8.07 (m, 1H), 7.51-7.47 (m, 1H), 6.81 (d, J = 8.6 Hz, 1H), 6.60-6.57 (m, 1H), 4.18-4.15 (m, 2H), 2.94-2.87 (m, 2H), 2.46-2.45 (m, 1H), 1.86-1.82 (m, 2H), 1.55-1.45 (m, 2H).

References:

WO2020/210630,2020,A1 Location in patent:Page/Page column 643-644