N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- Product Name
- N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- 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
- Formula Weight
- 335.45
- MOL File
- 477600-73-0.mol
N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Property
- 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-Bromosuccinimide Price
- Product number
- 6527AB
- Product name
- N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- Packaging
- 250mg
- Price
- $109
- Updated
- 2021/12/16
- Product number
- 125500
- Product name
- N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $315
- Updated
- 2021/12/16
- Product number
- 125500
- Product name
- N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- Purity
- 95%
- Packaging
- 500mg
- Price
- $595
- Updated
- 2021/12/16
- Product number
- 125500
- Product name
- N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- Purity
- 95%
- Packaging
- 1g
- Price
- $765
- Updated
- 2021/12/16
- Product number
- A1464808
- Product name
- N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
- Purity
- 98+%
- Packaging
- 25g
- Price
- $1088
- Updated
- 2021/12/16
N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Chemical Properties,Usage,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 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
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- Country
- India
- ProdList
- 6739
- Advantage
- 58
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- sales@ajchem.in
- Country
- India
- ProdList
- 6100
- Advantage
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- Country
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View Lastest Price from N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine manufacturers
- Product
- N-((3R,4R)-1-Benzyl-4-methylpiperidin-3-yl)-n-methyl-7h-pyrrolo[2,3-d]pyrimidin-4-amine 477600-73-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2024-11-14
- Product
- Tofacitinib Impurity 1 477600-73-0
- Price
- US $1.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%+
- Supply Ability
- 100 tons
- Release date
- 2019-12-26
- Product
- Tofacitinib Impurity 477600-73-0
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1KG
- Purity
- 99.0%+
- Supply Ability
- 100 tons
- Release date
- 2020-01-14