ChemicalBook > CAS DataBase List > N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE

N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE

Product Name
N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
CAS No.
149765-15-1
Chemical Name
N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
Synonyms
N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl);N2-Pivaloyl-4-chloro-7H-pyrrolo[2,3-d]pyriMidine;N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide;N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpro...;N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE;N-(4-Chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl propanaMide;PropanaMide, N-(4-chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl-;N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl propanamide, N2-Pivaloyl-2-amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
CBNumber
CB62455952
Molecular Formula
C11H13ClN4O
Formula Weight
252.7
MOL File
149765-15-1.mol
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N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C383673
Product name
N-(4-Chloro-7H-Pyrrolo[2,3-D]Pyrimidin-2-Yl)-2,2-Dimethylpropionamide
Packaging
100mg
Price
$175
Updated
2021/12/16
Matrix Scientific
Product number
072623
Product name
N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
Purity
95+%
Packaging
1g
Price
$685
Updated
2021/12/16
AK Scientific
Product number
W3271
Product name
N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
Packaging
5g
Price
$1003
Updated
2021/12/16
Abosyn
Product number
61-0971
Product name
N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
Purity
95-98%
Packaging
0.25g
Price
$1150
Updated
2021/12/16
Alichem
Product number
149765151
Product name
N-(4-chloro-7h-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide
Packaging
5g
Price
$1169.17
Updated
2021/12/16
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N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Chemical Properties,Usage,Production

Synthesis

137281-08-4

149765-15-1

Step 3. Synthesis of N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide N-(4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (210 g, 0.90 mol), phosphorus oxychloride (POCl3, 828 g, 5.40 mol, 503 mL, 6.0 equiv), benzyltriethylammonium chloride (411 g, 1.80 mol), N,N- dimethylaniline (220 g, 231 mL, 1.80 mol) and acetonitrile (2.0 L) were mixed and heated to reflux for 40-60 min, the reaction was monitored by HPLC. Upon completion of the reaction, the solvent was evaporated on a rotary evaporator and the residue was carefully (note: exothermic and corrosive) added slowly to ice water (16 L). The pH was adjusted to 7 with solid sodium hydroxide (NaOH) and the resulting precipitate was collected by filtration. The precipitate was dried to give N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide (159 g, 70% yield, 100% HPLC purity). Retention time (tR): 5.37 min. 1H-NMR (DMSO-d6) δ 12.35 (broad single peak, 1H), 10.06 (broad single peak, 1H), 7.54 (quadruple peak, 1H), 6.52 (quadruple peak, 1H), 1.25 (single peak, 9H).

References

[1] Patent: US2006/223797, 2006, A1. Location in patent: Page/Page column 83-84
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7786 - 7795
[3] Journal of Medicinal Chemistry, 2003, vol. 46, # 4, p. 591 - 600

N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE Suppliers

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149765-15-1, N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDERelated Search:


  • N-(4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)-2,2-DIMETHYLPROPIONAMIDE
  • PropanaMide, N-(4-chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl-
  • N2-Pivaloyl-4-chloro-7H-pyrrolo[2,3-d]pyriMidine
  • N-(4-Chloro-7H-pyrrolo[2,3-d]pyriMidin-2-yl)-2,2-diMethyl propanaMide
  • N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide
  • N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)
  • N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl propanamide, N2-Pivaloyl-2-amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
  • N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpro...
  • 149765-15-1