CIS-N-BENZYL-3-METHYLAMINO-4-METHYL-PIPERIDINE BIS-(HYDROCHLORIDE)

Base Information

• Chemical Name: CIS-N-BENZYL-3-METHYLAMINO-4-METHYL-PIPERIDINE BIS-(HYDROCHLORIDE)
• CAS No.: 1062580-52-2
• Molecular Formula: C14H24Cl2N2
• Molecular Weight: 291.264
• Hs Code.: 2933399090
• Mol file: 1062580-52-2.mol

Synonyms:(3R,4R)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidi;

Chemical Property of CIS-N-BENZYL-3-METHYLAMINO-4-METHYL-PIPERIDINE BIS-(HYDROCHLORIDE)

Chemical Property:

• Melting Point: 249～251℃
• PSA: 15.27000
• LogP: 4.04920
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly, Heated, Sonicated), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(3R,?4R)?-N,?4-?Dimethyl-?1-?(phenylmethyl)?-3-?piperidinamineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes. (3R,?4R)?-N,?4-?Dimethyl-?1-?(phenylmethyl)?-3-?piperidinamine Hydrochloride is a related compound of Tofacitinib (T528000). (3R,?4R)?-N,?4-?Dimethyl-?1-?(phenylmethyl)?-3-?piperidinamine Hydrochloride can be used to prepare janus kinase 1 selective inhibitor.

Technology Process of CIS-N-BENZYL-3-METHYLAMINO-4-METHYL-PIPERIDINE BIS-(HYDROCHLORIDE)

There total 12 articles about CIS-N-BENZYL-3-METHYLAMINO-4-METHYL-PIPERIDINE BIS-(HYDROCHLORIDE) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

N-(3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine (477600-70-7,1354621-59-2,1431697-80-1,477600-69-4) → N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride (1062580-52-2,1228879-37-5,1354486-07-9,477600-68-3)

Guidance literature:

With hydrogenchloride; In ethanol; at 0 - 5 ℃; pH=3 - 4;

Reference yield: 85.0%

1-benzyl-4-methyl-piperidin-3-one (32018-96-5) + methylamine (74-89-5) → N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride (1062580-52-2,1228879-37-5,1354486-07-9,477600-68-3)

Guidance literature:

1-benzyl-4-methyl-piperidin-3-one; methylamine; With titanium tetrachloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 4h;

With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 25 ℃;

With hydrogenchloride; In ethanol;

Reference yield: 74.0%

1-benzyl-4-methyl-piperidin-3-one (32018-96-5) + methylamine acetate (6998-30-7) → N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride (1062580-52-2,1228879-37-5,1354486-07-9,477600-68-3) + (3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride (1228879-37-5,1354486-07-9,477600-68-3)

Guidance literature:

1-benzyl-4-methyl-piperidin-3-one; methylamine acetate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); hydrogen; In dichloromethane; isopropyl alcohol; at 70 ℃; for 18h; under 37503.8 Torr;

With hydrogenchloride; In dichloromethane; water; isopropyl alcohol; Overall yield = 86%; Overall yield = 498 mg; enantioselective reaction;

upstream raw materials:

1-benzyl-4-methyl-piperidin-3-one

methylamine

methylamine acetate

(1-benzyl-4-methyl-piperidin-3-yl)-methyl-amine

Downstream raw materials:

N-(3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-(7-p-toluenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

tofacitinib citrate

(3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-2-chloro-N-methyl-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amine

Refernces

• 1、 -. "Preparation methods of tofacitinib citrate intermediate and tofacitinib citrate". . . Retrieved 2020/01/25.
• 2、 -. "PROCESS FOR PREPARING CHIRAL AMINES". Page/Page column 16; 17. . Retrieved 2018/04/17.