477600-70-7

Basic information

• Product Name: (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine
• Synonyms: (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine;(Cis)-Benzyl-N,4-diMethylpiperidin-3-aMine;(3R,4R)-1-benzyl-N,4-diMethylpiperidin-3-aMine hydrochloride;3-PiperidinaMine, N,4-diMethyl-1-(phenylMethyl)-, (3R,4R)-;(3R,4R)-(1-benzyl-4-Methylpiperidin-3-yl)MethylaMine;(3R,4R)-1-Benzyl-N,4-diMe...;(3R,4R)-1-Benzyl-N-Methyl-4-Methylpiperidin-3-aMine;(3R,4R)-1-BENYL-N,4-DIMETHYLPIPERIDIN-3-AMINE
• CAS NO: 477600-70-7
• Molecular Formula: C₁₄H₂₂N₂
• Molecular Weight: 218.33788
• Mol File: 477600-70-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 302.6°Cat760mmHg
• Flash Point: 107.4°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.000978mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.26±0.40(Predicted)
• CAS DataBase Reference: (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine(477600-70-7)
• EPA Substance Registry System: (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine(477600-70-7)

Safety Data

• Hazardous Substances Data: 477600-70-7(Hazardous Substances Data)

Usage

Uses

(3R,?4R)-N,4-Dimethyl-1-benzyl-3-piperidinamine (D464895) is a reagent used in the preparation of Janus tyrosine kinase inhibitors for the treatment of autoimmune diseases.

InChI:InChI=1/C14H22N2/c1-12-8-9-16(11-14(12)15-2)10-13-6-4-3-5-7-13/h3-7,12,14-15H,8-11H2,1-2H3/t12-,14+/m1/s1

Upstream product

• 68085-43-8 2-cyano-3-methylglutarimide 
• 77303-35-6 4-methyl-2,6-dioxo-1,2,5,6-tetrahydro-pyridine-3-carbonitrile 
• 384338-23-2 (1-benzyl-4-methyl-piperidin-3-yl)-methyl-amine 
• 384338-20-9 1-benzyl-4-methylpiperidin-3-ol 
• 32018-96-5 1-benzyl-4-methyl-piperidin-3-one 
• 1062580-52-2 N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride 
• 6998-30-7 methylamine acetate 
• 3430-27-1 3-amino-4-methylpyridine 
• 1615709-89-1 1-benzyl-4-methyl-3-(methylamino)pyridinium bromide 
• 74-89-5 methylamine 

Downstream Products

• 923036-30-0 N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-(7-p-toluenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1062580-52-2 N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride 
• 1616761-00-2 3-[(3R,4R)-3-({2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl}(methyl)amino)-4-methylpiperidin-1-yl]-3-oxopropanenitrile 
• 920965-91-9 N⁴-[(3R,4R)-1-benzyl-4-methyl-3-piperidinyl]-N⁴-methyl-2,3,4-pyridinetriamine 

Relevant articles and documents

Preparation methods of tofacitinib intermediate amine and dihydrochloride thereof

The invention discloses preparation methods of tofacitinib intermediate amine and dihydrochloride thereof. According to the preparation method of the tofacitinib intermediate amine, methyl acetoacetate and cyanoacetamide are taken as starting materials and subjected to condensation, olefinic bond reduction, cyano hydrolysis into amide, N benzylation and Hofmann degradation to prepare primary amine, monomethylation and chiral resolution of the primary amine are performed, and a carbonyl group is reduced with zinc borohydride, so a target product is obtained. The obtained (3R,4R)-1-benzyl-3-methylamino-4-methylpiperidine is subjected to salifying with hydrochloric acid to obtain the dihydrochloride. The methods have the advantages that the whole process avoids a high-pressure hydrogenation reaction under an acidic condition; all the reaction steps adopt conventional reaction reagents and solvents, so raw material sources are not limited, and cost is low; and the method avoids a lithium aluminum hydride reduction reagent with high risk, each step has high selectivity, the reaction product of each step can be easily refined, and the method has advantages in industrialization.

PROCESS FOR THE PREPARATION OF CHIRAL 3-AMINO-PIPERIDINS, USEFUL INTERMEDIATES FOR THE PREPARATION OF TOFACITINIB

Object of the present invention is an improved process for the preparation of (3R,4R)-1-benzyl-4-methylpiperidin-3-amine by means of chiral Rhodium catalysts.

Preparation method for chiral piperylhydrazine compound and recycling method for chiral resolving agent

The invention discloses a preparation method for a chiral piperylhydrazine compound and a recycling method for a chiral resolving agent. In the invention, 1-benzyl-4-methyl-3-pipradrol is taken as aninitial raw material and is subjected to reactions of halogenation, methylamination, chiral resolution, and the like, so as to prepare a (3R, 4R)-N,4-dimethyl-1-(phenyl methyl)-3-piperylhydrazine dihydrochloride product, and meanwhile, a resolving mother solution is subjected to alkalization, refined, purified and recycled, so as to acquire a (2R,3R)-2,3-bi[(4-methyl benzoyl) oxo] succinic acid product meeting the reaction requirement. The invention has the beneficial effects of 1) short synthetic route, easily controlled intermediate purity and benefit to the control on impurity content, and2) simple and convenient technological operation in each step reaction, capability of recycling the high-dosage chiral resolving agent, capability of reducing production cost while reducing yield of solid wastes and suitability for large-scale industrial production.