ChemicalBook CAS DataBase List (3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride

(3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride synthesis

6synthesis methods

Product Name:(3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride
CAS Number:1062580-52-2
Molecular formula:C14H23ClN2
Molecular Weight:254.8

(3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a related compound of tofacitinib and can be used to prepare selective inhibitors of Janus kinase 1. The syntheses of (3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a three step process which starts with 1-benzyl-4-methyl-3-ketone piperidine, which is added to TiCl4, NEt3 suspended in toluene, then methylamine is added, and add saturated salt water washing, anhydrous sodium sulfate for drying, then concentrated the organic phase finally to obtain (3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride.

477600-70-7 Synthesis

477600-70-7
226 suppliers
$49.00/1g

(3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride

1062580-52-2
332 suppliers
$48.00/1g

Yield:1062580-52-2 94%

Reaction Conditions:

with hydrogenchloride in ethanol; pH=3 - 4 at 0 - 5;

Steps:

1; 2; 3
Preparation of (3R,4R)-N,4-dimethyl-1-(phenylmethyl)-3-piperidinamine dihydrochloride: Intermediate TF-3 (16.2 g, in a reaction flask) 0.07 mol) was placed in 80 mL of ethanol, stirred to dissolve, and then 10 M hydrochloric acid in ethanol (56 mL, 0.26 mol, 8.0 eq) was added.The pH of the reaction solution was controlled to be between 3-4, and the temperature was lowered to 0-5 ° C, stirred and crystallized, suction filtered, and dried under reduced pressure to obtain 16 g of crude product. The crude product was placed in 90 mL of isopropanol, heated to reflux to dissolve, stirred for 1 h, cooled to 0-5 ° C for crystallization, suction filtered, and dried under reduced pressure to give 15.2 g (3R, 4R)-N,4- Dimethyl-1-(phenylmethyl)-3-piperidinamine dihydrochloride product, yield 94%, purity 99.5%.

References:

Nantong Changyou Pharmaceutical Technology Co., Ltd.;Li Zebiao;Ding Haiming;Zhang Lei;Guo Haifeng;Ma Tiantian;Yan Jun CN108976164, 2018, A Location in patent:Paragraph 0012; 0015; 0017; 0020; 0022; 0025

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