4629-78-1

Usage

Uses

Used in Pharmaceutical Industry:
3-Methylpiperidin-4-one hydrochloride is used as a research and development compound for the creation of new pharmaceutical products. Its application in this industry is due to its potential as a building block in the synthesis of various drugs, contributing to the advancement of medicine and healthcare.
Used in Chemical Research:
3-Methylpiperidin-4-one hydrochloride is used as a chemical intermediate in the synthesis of other compounds. Its role in chemical research is to facilitate the development of new chemical entities and materials, which can have applications in various fields, including but not limited to pharmaceuticals, materials science, and biotechnology.

InChI:InChI=1/C6H11NO.ClH/c1-5-4-7-3-2-6(5)8;/h5,7H,2-4H2,1H3;1H

Synthetic route

ethyl 1-benzoyl-3-methyl-4-oxo-3-piperidinecarboxylate (17038-84-5) → 3-methylpiperidine-4-one hydrochloride (4629-78-1)

Conditions	Yield
With hydrogenchloride for 72h; Heating;	72%

ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate (4451-86-9) → 3-methylpiperidine-4-one hydrochloride (4629-78-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 79 percent / NaH / 1,2-dimethoxy-ethane / 40 h / 60 °C 2: 72 percent / aq. HCl / 72 h / Heating View Scheme

tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate (181269-69-2) → 3-methylpiperidine-4-one hydrochloride (4629-78-1)

Conditions	Yield
With hydrogenchloride In ethanol; dichloromethane at 0 - 25℃;

3-methylpiperidine-4-one hydrochloride (4629-78-1) + phenoxyamine hydrochloride (6092-80-4) → 4-methyl-1,2,3,4-tetrahydro-benzo[4,5]furo[3,2-c]pyridine (43213-62-3)

Conditions	Yield
With hydrogenchloride In ethanol

3-methylpiperidine-4-one hydrochloride (4629-78-1) → rac-trans-3-methylpiperidin-4-ol

Conditions	Yield
With sodium hydroxide; sodium tetrahydroborate 1) MeOH, r.t., 0.5 h, 2) MeOH, r.t., 4 h; Yield given; Multistep reaction;

3-methylpiperidine-4-one hydrochloride (4629-78-1) → 1-(4-hydroxy-3-methylpiperidino)cyclohexanecarbonitrile

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) aq. NaOH, 2) NaBH4 / 1) MeOH, r.t., 0.5 h, 2) MeOH, r.t., 4 h 2: 93 percent / aq. HCl / 24 h / Ambient temperature View Scheme

3-methylpiperidine-4-one hydrochloride (4629-78-1) → (3S,4S)-3-Methyl-1-(1-thiophen-2-yl-cyclohexyl)-piperidin-4-ol

Conditions	Yield
Multi-step reaction with 3 steps 1: 1) aq. NaOH, 2) NaBH4 / 1) MeOH, r.t., 0.5 h, 2) MeOH, r.t., 4 h 2: 93 percent / aq. HCl / 24 h / Ambient temperature 3: 71 percent / diethyl ether / Heating View Scheme

3-methylpiperidine-4-one hydrochloride (4629-78-1) + 1-[4,4'-difluorodiphenylmethoxy]-3-chloropropane (120737-98-6) → 1-[1-(4,4'-difluorodiphenylmethoxy)-propyl]-3-methylpiperidine-4-one

Conditions	Yield
With sodium iodide; potassium carbonate In water; acetonitrile

3-methylpiperidine-4-one hydrochloride (4629-78-1) + acetyl chloride (75-36-5) → 1-acetyl-3-methyl-piperidin-4-one (1228450-13-2)

Conditions	Yield
Stage #1: 3-methylpiperidine-4-one hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 0.5h; Stage #2: acetyl chloride In dichloromethane at 0℃; for 16h; Stage #3: With sodium hydrogencarbonate In dichloromethane; water

methyl 3-bromomethyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate + 3-methylpiperidine-4-one hydrochloride (4629-78-1) → methyl 6-[(1-methylethyl)sulfonyl]-3-[(3-methyl-4-oxo-1-piperidinyl)methyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (1335116-95-4)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 22h;

C13H12ClF3N2O3S + 3-methylpiperidine-4-one hydrochloride (4629-78-1) → 3-ethyl-5-methyl-6-[(3-methyl-4-oxopiperidin-1-yl)carbonyl]-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidin-2,4-(1H,3H)dione

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	236 mg

Upstream product

• 17038-84-5 ethyl 1-benzoyl-3-methyl-4-oxo-3-piperidinecarboxylate 
• 181269-69-2 tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate 
• 4451-86-9 ethyl 1-benzoyl-4-oxopiperidine-3-carboxylate 

Downstream Products

• 36173-52-1 rac-trans-3-methylpiperidin-4-ol 
• 1335116-95-4 methyl 6-[(1-methylethyl)sulfonyl]-3-[(3-methyl-4-oxo-1-piperidinyl)methyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate 

Relevant academic research and scientific papers

Pyrrolopyrazinyl Urea Kinase Inhibitors

The present invention relates to the use of novel pyrrolopyrazinyl urea derivatives of Formula I, wherein the variables R1, R2, R3, R4, and R5 are defined as described herein, which inhibit JAK and are useful for the treatment of auto-immune and inflammatory diseases.

Phencyclidine derivatives, preparation method and pharmaceutical compositions containing same

The invention concerns novel phenylcyclidine derivatives with selective affinity for low affinity receptors, methods for preparing them, pharmaceutical compositions containing them and their use as protective agents for central or peripheral nervous system cells against acute or chronic degeneration, or as an anticonvulsant.

The search for TCP analogues binding to the low affinity PCP receptor sites in the rat cerebellum

With the aim of obtaining selective ligands of the low affinity binding sites of [3H]-1-[1-(2-thienyl)cyclohexyl]piperidine ([3H]TCP) in the rat cerebellum, oxygen and sulfur atoms were introduced in the TCP structure and derivatives to obtain analogues with a lowered lipophilicity. These compounds, and others already obtained, were assayed comparatively to determine their affinities for three sites labeled with [3H]TCP: one in the forebrain, the originally described PCP receptor, and two in the rat cerebellum. Lowering the lipophilicity and modifying the hetero-aromatic moiety yielded some ligands with increased affinity for the low affinity sites in the rat cerebellum and decreased affinity for the high affinity sites in the forebrain. Particularly, two compounds displaying both a high affinity and a good selectivity might be valuable tools to elucidate the pharmacology of the low affinity PCP sites labeled with [3H]TCP in the rat cerebellum.