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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
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
  • 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)
  • FDA UNII K35A6384QD
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal word
  • Hazard statements
  • Precautionary statements

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 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
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N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Spectrum
477600-73-0, N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineRelated Search:
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  • (3R,4R)-(1-苄基-4-甲基-哌啶-3-基)-甲基-(7H-吡咯并[2,3-D]嘧啶-4-基)-胺/7H-PYRROLO[2,3-D]PYRIMIDIN-4-AMINE, N-METHYL-N-[(3R,4R)-4-METHYL-1-(PHENYLMETHYL)-3-PIPERIDINYL]?-
  • 托法替尼用起始物料N-甲基-N-((3R,4R)-4甲基-1-苄基-3-哌啶基)-7H-吡啶并【2,3-D】嘧啶-4-胺
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  • 7H-吡咯并[2,3-D]嘧啶-4-胺,N-甲基-N-[(3R,4R)-4-甲基-1-(苯基甲基)-3-哌啶基]
  • 托法替尼用起始物料N-甲基-N-((3R,4R)-4甲基-1-苄基-3-哌啶基)-7H-吡啶并【2,3-D】嘧啶-4-胺 (CAS: 477600-73-0)
  • 依法替尼中间体
  • N-[(3R,4R)-1-苄基-4-甲基-3-哌啶基]-N-甲基-7H-吡咯并[2,3-D]嘧啶-4-胺
  • 托法替布杂质TZ4
  • N-((3R,4R)-1-苄基-4-甲基哌啶-3-基)-N-甲基-7H-吡咯并[2,3-D]嘧啶-4-胺
  • 托伐替尼杂质D
  • 托法杂质M-RR
  • N-甲基-N-((3R,4R)-4-甲基-1-苄基-3-哌啶基)-7H-吡咯并[2,3-D]嘧啶-4-胺N-METHYL-N-[(3R,4R)-4-METHYL-1-(PHENYLMETHYL)-3-PIPERIDINYL]- 7H-PYRROLO[2,3-D]PYRIMIDIN-4-AMINE
  • 托法替尼杂质 1
  • N-((3R,4R)-1-苄基-4-甲基哌啶-3-基)-N-甲基-7H-吡咯[2,3-D]嘧啶-4-胺
  • N-甲基-N-((3R,4R)-4-甲基-1-苄基-3-哌啶基)-7H-吡咯并[2,3-D]嘧啶-4-胺
  • (3R,4R)-(1-苄基-4-甲基-哌啶-3-基)-甲基-(7H-吡咯并[2,3-D]嘧啶-4-基)-胺
  • 477600-73-0
  • Tofacitinib Intermediates
  • N-((3R,4R)-1-benzyl-4-Methylpiperidin-3-yl)-N-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine
  • Tofatinib Impurity 2
  • N-((3R,4R)-1-BENZYL-4-METHYLPIPERIDIN-3-YL)-N-METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN-
  • N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • Des-(N-oxopropanenitrile)-N-methylbenzyl
  • N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmetChemicalbookhyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • Azilsartan medoxomil impurity344
  • 1H-Pyrrolo[2,3-d]pyrimidin-4-amine,N-methyl-N-[(3R,4R)-4-met...
  • 7H-Pyrrolo[2,3-d]pyriMidin-4-aMine, N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]- ISO 9001：2015 REACH
  • Tofacitib impurity TZ4
  • N-[(3R,4R)-1-benzyl-4-methyl-3-piperidyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • (3R, 4R)-(1-benzyl-4-methyl-piperidin-3-yl) -methyl- (7H-pyrrolo [2,3-d] pyrimidin-4-yl) -amine
  • Tofacitinib-10
  • Tofacitinib impurity 6/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)
  • Tasocitinib Intermediate
  • 1H-Pyrrolo[2,3-d]pyriMidin-4-aMine,N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]-
  • 7H-Pyrrolo[2,3-d]pyriMidin-4-aMine, N-Methyl-N-[(3R,4R)-4-Methyl-1-(phenylMethyl)-3-piperidinyl]-

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