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ChemicalBook > Product Catalog >Pharmaceutical intermediates >Bulk Drug Intermediates >N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

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

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Structure
CAS No.
477600-73-0
Chemical Name:
N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Synonyms
N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine;N-((3R,4R)-1-BENZYL-4-METHYLPIPERIDIN-3-YL)-N-METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN-;N-((3R,4R);Tofacitinib-10;Tofatinib Impurity 2;Tofacitib impurity TZ4;Tasocitinib Intermediate;Azilsartan medoxomil impurity344;-1-Benzyl-4-methylpiperidin-3-yl);Des-(N-oxopropanenitrile)-N-methylbenzyl
CBNumber:
CB62624646
Molecular Formula:
C20H25N5
Molecular Weight:
335.45
MOL File:
477600-73-0.mol
MSDS File:
SDS
Modify Date:
2023/4/18 9:17:59
Request For Quotation

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

Melting point 67-69℃
Density 1.205±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka 13.36±0.50(Predicted)

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

Uses

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine is an important pharmaceutical intermediate used for the synthesis of tofacitinib. Tofacitinib is a Janus kinase (JAK) inhibitor drug used to treat rheumatoid arthritis and psoriatic arthritis.

Synthesis

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine is prepared by the reaction of 4-chloropyrrolopyrimidine and (3R,4R)-1-benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride. The specific synthesis steps are as follows:
The reaction flask is added to sodium hydroxide (10.0g, 250mmol), water and dissolved, make 10% of the solution, adding acetone to another reaction bottle 80g, the toluene sulfonyl chloride (38.13g, 200mmol), after stirring to dissolve, then adding 4-chloro pyrrolo pyrimidine (15.36g, 100mmol), stirring mixing, cooling to 0 °C the following, dropping sodium hydroxide solution, the temperature is controlled at 5 °C the following, completion of the dropping, heating, to control the temperature to 20-30 °C stirring within the range of the reaction, to the reaction end after TLC monitoring, filtering, to get the product into the reaction bottle, adding water 200 ml, (3R, 4R)-cis-1-benzyl-4-methyl-3-methylamino-piperidine dihydrochloride (21.33g, 105mmol), stirring to dissolve, then adding potassium carbonate (82.93g, 600mmol), stirring, heating 95 °C, TLC monitoring to the reaction end of the, cooling to 45-55°C, by adding acetonitrile, preserving heat and stirring 1 hour, cooling to room temperature, crystallization, filtration, washing, the wet articles in added in the reaction bottle, adding dimethyl sulfoxide 250 ml, by adding 50% sodium hydroxide solution to 250 ml, stirring and heating 95 °C, TLC monitoring to the reaction end rear, layered, water extraction once with dimethyl sulfoxide, merger dimethyl asian sulphone level, cooling to 75-85°C, water slowly under stirring, the stirring cooling to room temperature, filtering, washing, 50% ethanol washing, filtering, drying, be [(3R, 4R) - 1 benzyl-4-methyl-piperidin-3-yl]-methyl-(7H-pyrrolo [2,3-d] pyrimidin-4-yl)-amine 25.83g, yield 77.0%, optical purity 99.8% (HPLC method).
N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine synthesis

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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

Global( 180)Suppliers
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Stereokem Pvt Ltd +91-4029706929 +91-9394224843 Telangana, India 350 58 Inquiry
Stereokem, Inc. 500039 New Delhi, India 293 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Changsha Junyu Chemexpress.co., Ltd +86-13723890100 China 134 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
Shanghai Yingrui Biopharma Co.,Ltd 21-33585366 CHINA 1320 58 Inquiry
Supplier Advantage
Stereokem Pvt Ltd 58
Stereokem, Inc. 58
CLEARSYNTH LABS LTD. 58
A.J Chemicals 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
Changsha Junyu Chemexpress.co., Ltd 58
Capot Chemical Co.,Ltd. 60
career henan chemical co 58
Chongqing Chemdad Co., Ltd 58
Shanghai Yingrui Biopharma Co.,Ltd 58

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7H-Pyrrolo[2,3-d]pyriMidin-4-aMine, N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]- 1H-Pyrrolo[2,3-d]pyriMidin-4-aMine,N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]- Tasocitinib Intermediate -1-Benzyl-4-methylpiperidin-3-yl) N-((3R,4R) Tofacitinib impurity 6/N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine Tofacitinib-10 (3R, 4R)-(1-benzyl-4-methyl-piperidin-3-yl) -methyl- (7H-pyrrolo [2,3-d] pyrimidin-4-yl) -amine N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Tofacitib impurity TZ4 7H-Pyrrolo[2,3-d]pyriMidin-4-aMine, N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]- ISO 9001：2015 REACH 1H-Pyrrolo[2,3-d]pyrimidin-4-amine,N-methyl-N-[(3R,4R)-4-met... Azilsartan medoxomil impurity344 N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmetChemicalbookhyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine Des-(N-oxopropanenitrile)-N-methylbenzyl N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine N-((3R,4R)-1-BENZYL-4-METHYLPIPERIDIN-3-YL)-N-METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN- Tofatinib Impurity 2 N-((3R,4R)-1-benzyl-4-Methylpiperidin-3-yl)-N-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine 477600-73-0 C20H25N5 API